Strategies to access the [5-8] bicyclic core encountered in the sesquiterpene, diterpene and sesterterpene series

Cécile Alleman, Charlène Gadais, Laurent Legentil and François-Hugues Porée
Beilstein J. Org. Chem. 2023, 19, 245–281. https://doi.org/10.3762/bjoc.19.23
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Structures extracted using BChemXtract (further structures may be extracted with future versions)
Structure with the molecular formula C<sub>12</sub>H<sub>20</sub>
Molecular Formula C12H20
Structure with the molecular formula C<sub>13</sub>H<sub>20</sub>O
Molecular Formula C13H20O
Structure with the molecular formula C<sub>3</sub>H<sub>6</sub>O<sub>2</sub>
Molecular Formula C3H6O2
Structure with the molecular formula C<sub>15</sub>H<sub>20</sub>O<sub>4</sub>
Molecular Formula C15H20O4
Structure with the molecular formula C<sub>15</sub>H<sub>18</sub>O<sub>3</sub>
Molecular Formula C15H18O3
Structure with the molecular formula C<sub>15</sub>H<sub>20</sub>O<sub>3</sub>
Molecular Formula C15H20O3
Structure with the molecular formula C<sub>15</sub>H<sub>20</sub>O<sub>3</sub>
Molecular Formula C15H20O3
Structure with the molecular formula C<sub>16</sub>H<sub>22</sub>O<sub>4</sub>
Molecular Formula C16H22O4
Structure with the molecular formula C<sub>13</sub>H<sub>17</sub>IO<sub>2</sub>
Molecular Formula C13H17IO2
Structure with the molecular formula C<sub>15</sub>H<sub>19</sub>IO<sub>3</sub>
Molecular Formula C15H19IO3
Structure with the molecular formula C<sub>15</sub>H<sub>18</sub>O<sub>3</sub>
Molecular Formula C15H18O3
Structure with the molecular formula C<sub>16</sub>H<sub>22</sub>O<sub>4</sub>
Molecular Formula C16H22O4
Structure with the molecular formula C<sub>4</sub>H<sub>6</sub>O
Molecular Formula C4H6O
Structure with the molecular formula C<sub>15</sub>H<sub>20</sub>O<sub>4</sub>
Molecular Formula C15H20O4
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula C<sub>20</sub>H<sub>34</sub>O
Molecular Formula C20H34O
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula C<sub>20</sub>H<sub>36</sub>O<sub>7</sub>P<sub>2</sub>
Molecular Formula C20H36O7P2
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula H<sub>2</sub>O
Molecular Formula H2O
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>
Molecular Formula C20H32
Structure with the molecular formula C<sub>20</sub>H<sub>34</sub>O
Molecular Formula C20H34O
Structure with the molecular formula [C<sub>20</sub>H<sub>33</sub>]<sup>+</sup>
Molecular Formula [C20H33]+
Structure with the molecular formula C<sub>20</sub>H<sub>30</sub>O<sub>4</sub>Si
Molecular Formula C20H30O4Si
Structure with the molecular formula C<sub>20</sub>H<sub>30</sub>O<sub>4</sub>Si
Molecular Formula C20H30O4Si
Structure with the molecular formula C<sub>18</sub>H<sub>34</sub>OSi
Molecular Formula C18H34OSi
Structure with the molecular formula C<sub>15</sub>H<sub>24</sub>
Molecular Formula C15H24
Structure with the molecular formula C<sub>19</sub>H<sub>34</sub>O<sub>2</sub>Si
Molecular Formula C19H34O2Si
Structure with the molecular formula C<sub>9</sub>H<sub>12</sub>O
Molecular Formula C9H12O
Structure with the molecular formula C<sub>15</sub>H<sub>30</sub>OSi
Molecular Formula C15H30OSi
Structure with the molecular formula C<sub>32</sub>H<sub>53</sub>Cl<sub>3</sub>O<sub>4</sub>Si
Molecular Formula C32H53Cl3O4Si
Structure with the molecular formula C<sub>32</sub>H<sub>54</sub>Cl<sub>2</sub>O<sub>4</sub>Si
Molecular Formula C32H54Cl2O4Si
Structure with the molecular formula C<sub>15</sub>H<sub>18</sub>O<sub>4</sub>
Molecular Formula C15H18O4
Structure with the molecular formula C<sub>32</sub>H<sub>46</sub>O<sub>4</sub>Si
Molecular Formula C32H46O4Si
Structure with the molecular formula C<sub>37</sub>H<sub>60</sub>O<sub>5</sub>Si
Molecular Formula C37H60O5Si
Structure with the molecular formula C<sub>63</sub>H<sub>92</sub>O<sub>8</sub>Si<sub>3</sub>
Molecular Formula C63H92O8Si3
Structure with the molecular formula C<sub>48</sub>H<sub>68</sub>O<sub>4</sub>Si<sub>2</sub>
Molecular Formula C48H68O4Si2
Structure with the molecular formula C<sub>50</sub>H<sub>72</sub>O<sub>4</sub>Si<sub>2</sub>
Molecular Formula C50H72O4Si2
Structure with the molecular formula C<sub>25</sub>H<sub>42</sub>O<sub>5</sub>
Molecular Formula C25H42O5
Structure with the molecular formula C<sub>8</sub>H<sub>12</sub>O<sub>2</sub>
Molecular Formula C8H12O2
Structure with the molecular formula C<sub>31</sub>H<sub>42</sub>O<sub>2</sub>Si
Molecular Formula C31H42O2Si
Structure with the molecular formula C<sub>33</sub>H<sub>46</sub>O<sub>2</sub>Si
Molecular Formula C33H46O2Si
Structure with the molecular formula C<sub>22</sub>H<sub>34</sub>O<sub>5</sub>
Molecular Formula C22H34O5
Structure with the molecular formula C<sub>15</sub>H<sub>26</sub>O
Molecular Formula C15H26O
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O<sub>2</sub>
Molecular Formula C25H36O2
Structure with the molecular formula C<sub>21</sub>H<sub>34</sub>O<sub>4</sub>
Molecular Formula C21H34O4
Structure with the molecular formula C<sub>31</sub>H<sub>54</sub>O<sub>4</sub>Si
Molecular Formula C31H54O4Si
Structure with the molecular formula C<sub>25</sub>H<sub>40</sub>O<sub>3</sub>
Molecular Formula C25H40O3
Structure with the molecular formula C<sub>10</sub>H<sub>18</sub>
Molecular Formula C10H18
Structure with the molecular formula C<sub>33</sub>H<sub>58</sub>O<sub>4</sub>Si
Molecular Formula C33H58O4Si
Structure with the molecular formula C<sub>10</sub>H<sub>15</sub>I
Molecular Formula C10H15I
Structure with the molecular formula C<sub>33</sub>H<sub>58</sub>O<sub>3</sub>Si
Molecular Formula C33H58O3Si
Structure with the molecular formula C<sub>10</sub>H<sub>18</sub>O
Molecular Formula C10H18O
Structure with the molecular formula C<sub>19</sub>H<sub>26</sub>O<sub>2</sub>
Molecular Formula C19H26O2
Structure with the molecular formula C<sub>20</sub>H<sub>24</sub>O<sub>3</sub>
Molecular Formula C20H24O3
Structure with the molecular formula C<sub>23</sub>H<sub>36</sub>O<sub>4</sub>
Molecular Formula C23H36O4
Structure with the molecular formula C<sub>23</sub>H<sub>42</sub>O<sub>3</sub>Si
Molecular Formula C23H42O3Si
Structure with the molecular formula C<sub>13</sub>H<sub>22</sub>O<sub>2</sub>
Molecular Formula C13H22O2
Structure with the molecular formula C<sub>7</sub>H<sub>10</sub>O<sub>3</sub>
Molecular Formula C7H10O3
Structure with the molecular formula C<sub>5</sub>H<sub>4</sub>O<sub>2</sub>
Molecular Formula C5H4O2
Structure with the molecular formula C<sub>7</sub>H<sub>8</sub>O<sub>4</sub>
Molecular Formula C7H8O4
Structure with the molecular formula C<sub>20</sub>H<sub>30</sub>O<sub>4</sub>
Molecular Formula C20H30O4
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O<sub>4</sub>
Molecular Formula C25H36O4
Structure with the molecular formula C<sub>25</sub>H<sub>40</sub>O<sub>4</sub>
Molecular Formula C25H40O4
Structure with the molecular formula C<sub>15</sub>H<sub>18</sub>O<sub>3</sub>
Molecular Formula C15H18O3
Structure with the molecular formula C<sub>19</sub>H<sub>32</sub>
Molecular Formula C19H32
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O<sub>4</sub>
Molecular Formula C25H36O4
Structure with the molecular formula C<sub>25</sub>H<sub>40</sub>Cl<sub>2</sub>O<sub>3</sub>Si
Molecular Formula C25H40Cl2O3Si
Structure with the molecular formula C<sub>18</sub>H<sub>24</sub>N<sub>2</sub>
Molecular Formula C18H24N2
Structure with the molecular formula C<sub>25</sub>H<sub>41</sub>Cl<sub>3</sub>O<sub>3</sub>Si
Molecular Formula C25H41Cl3O3Si
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O
Molecular Formula C20H32O
Structure with the molecular formula C<sub>11</sub>H<sub>20</sub>
Molecular Formula C11H20
Structure with the molecular formula C<sub>21</sub>H<sub>32</sub>O<sub>3</sub>
Molecular Formula C21H32O3
Structure with the molecular formula C<sub>10</sub>H<sub>16</sub>
Molecular Formula C10H16
Structure with the molecular formula C<sub>19</sub>H<sub>32</sub>
Molecular Formula C19H32
Structure with the molecular formula C<sub>11</sub>H<sub>22</sub>O<sub>3</sub>Si
Molecular Formula C11H22O3Si
Structure with the molecular formula C<sub>23</sub>H<sub>36</sub>O<sub>4</sub>S<sub>2</sub>
Molecular Formula C23H36O4S2
Structure with the molecular formula C<sub>10</sub>H<sub>12</sub>O<sub>2</sub>
Molecular Formula C10H12O2
Structure with the molecular formula C<sub>15</sub>H<sub>22</sub>O<sub>3</sub>
Molecular Formula C15H22O3
Structure with the molecular formula C<sub>20</sub>H<sub>26</sub>O<sub>3</sub>
Molecular Formula C20H26O3
Structure with the molecular formula C<sub>17</sub>H<sub>30</sub>
Molecular Formula C17H30
Structure with the molecular formula C<sub>7</sub>H<sub>14</sub>O<sub>3</sub>
Molecular Formula C7H14O3
Structure with the molecular formula C<sub>15</sub>H<sub>26</sub>O<sub>2</sub>
Molecular Formula C15H26O2
Structure with the molecular formula C<sub>19</sub>H<sub>21</sub>BN<sub>2</sub>O<sub>4</sub>S<sub>2</sub>
Molecular Formula C19H21BN2O4S2
Structure with the molecular formula C<sub>17</sub>H<sub>22</sub>O
Molecular Formula C17H22O
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O<sub>2</sub>
Molecular Formula C25H36O2
Structure with the molecular formula C<sub>12</sub>H<sub>20</sub>
Molecular Formula C12H20
Structure with the molecular formula C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>
Molecular Formula C25H38O3
Structure with the molecular formula C<sub>19</sub>H<sub>18</sub>O<sub>7</sub>
Molecular Formula C19H18O7
Structure with the molecular formula C<sub>17</sub>H<sub>21</sub>NO<sub>3</sub>
Molecular Formula C17H21NO3
Structure with the molecular formula C<sub>23</sub>H<sub>46</sub>OSi<sub>2</sub>
Molecular Formula C23H46OSi2
Structure with the molecular formula C<sub>12</sub>H<sub>16</sub>O
Molecular Formula C12H16O
Structure with the molecular formula C<sub>21</sub>H<sub>34</sub>OSi
Molecular Formula C21H34OSi
Structure with the molecular formula C<sub>16</sub>H<sub>26</sub>
Molecular Formula C16H26
Structure with the molecular formula C<sub>25</sub>H<sub>38</sub>O<sub>4</sub>
Molecular Formula C25H38O4
Structure with the molecular formula C<sub>25</sub>H<sub>46</sub>
Molecular Formula C25H46
Structure with the molecular formula C<sub>26</sub>H<sub>42</sub>O<sub>5</sub>Si
Molecular Formula C26H42O5Si
Structure with the molecular formula C<sub>15</sub>H<sub>24</sub>O<sub>2</sub>
Molecular Formula C15H24O2
Structure with the molecular formula C<sub>21</sub>H<sub>42</sub>OSi<sub>2</sub>
Molecular Formula C21H42OSi2
Structure with the molecular formula C<sub>8</sub>H<sub>10</sub>O
Molecular Formula C8H10O
Structure with the molecular formula C<sub>25</sub>H<sub>41</sub>F<sub>3</sub>O<sub>6</sub>SSi
Molecular Formula C25H41F3O6SSi
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O
Molecular Formula C25H36O
Structure with the molecular formula C<sub>10</sub>H<sub>18</sub>O
Molecular Formula C10H18O
Structure with the molecular formula C<sub>20</sub>H<sub>28</sub>O
Molecular Formula C20H28O
Structure with the molecular formula C<sub>13</sub>H<sub>18</sub>O
Molecular Formula C13H18O
Structure with the molecular formula C<sub>5</sub>H<sub>6</sub>O<sub>2</sub>
Molecular Formula C5H6O2
Structure with the molecular formula C<sub>17</sub>H<sub>28</sub>O<sub>2</sub>
Molecular Formula C17H28O2
Structure with the molecular formula C<sub>20</sub>H<sub>36</sub>
Molecular Formula C20H36
Structure with the molecular formula C<sub>19</sub>H<sub>26</sub>F<sub>3</sub>NO<sub>5</sub>S
Molecular Formula C19H26F3NO5S
Structure with the molecular formula C<sub>8</sub>H<sub>10</sub>BrNO
Molecular Formula C8H10BrNO
Structure with the molecular formula C<sub>32</sub>H<sub>50</sub>O<sub>3</sub>Si
Molecular Formula C32H50O3Si
Structure with the molecular formula C<sub>30</sub>H<sub>48</sub>O<sub>2</sub>Si
Molecular Formula C30H48O2Si
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O<sub>2</sub>
Molecular Formula C20H32O2
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O<sub>2</sub>
Molecular Formula C20H32O2
Structure with the molecular formula C<sub>12</sub>H<sub>18</sub>
Molecular Formula C12H18
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>
Molecular Formula C20H32
Structure with the molecular formula C<sub>18</sub>H<sub>28</sub>O<sub>2</sub>
Molecular Formula C18H28O2
Structure with the molecular formula C<sub>10</sub>H<sub>20</sub>OSi
Molecular Formula C10H20OSi
Structure with the molecular formula C<sub>33</sub>H<sub>48</sub>O<sub>6</sub>Si
Molecular Formula C33H48O6Si
Structure with the molecular formula C<sub>24</sub>H<sub>40</sub>O<sub>3</sub>Si
Molecular Formula C24H40O3Si
Structure with the molecular formula C<sub>11</sub>H<sub>15</sub>F<sub>3</sub>O<sub>4</sub>S
Molecular Formula C11H15F3O4S
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O
Molecular Formula C20H32O
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O
Molecular Formula C20H32O
Structure with the molecular formula C<sub>11</sub>H<sub>14</sub>O
Molecular Formula C11H14O
Structure with the molecular formula C<sub>25</sub>H<sub>36</sub>O<sub>3</sub>
Molecular Formula C25H36O3
Structure with the molecular formula C<sub>28</sub>H<sub>30</sub>O<sub>4</sub>
Molecular Formula C28H30O4
Structure with the molecular formula C<sub>6</sub>H<sub>8</sub>O<sub>3</sub>
Molecular Formula C6H8O3
Structure with the molecular formula C<sub>30</sub>H<sub>42</sub>O<sub>6</sub>Si
Molecular Formula C30H42O6Si
Structure with the molecular formula C<sub>29</sub>H<sub>34</sub>O<sub>10</sub>
Molecular Formula C29H34O10
Structure with the molecular formula C<sub>5</sub>H<sub>6</sub>O
Molecular Formula C5H6O
Structure with the molecular formula C<sub>15</sub>H<sub>26</sub>O
Molecular Formula C15H26O
Structure with the molecular formula C<sub>34</sub>H<sub>48</sub>O<sub>2</sub>Si
Molecular Formula C34H48O2Si
Structure with the molecular formula C<sub>26</sub>H<sub>35</sub>BrO<sub>3</sub>
Molecular Formula C26H35BrO3
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O<sub>2</sub>
Molecular Formula C20H32O2
Structure with the molecular formula C<sub>10</sub>H<sub>16</sub>O
Molecular Formula C10H16O
Structure with the molecular formula C<sub>13</sub>H<sub>26</sub>OSSi
Molecular Formula C13H26OSSi
Structure with the molecular formula C<sub>17</sub>H<sub>26</sub>O<sub>3</sub>
Molecular Formula C17H26O3
Structure with the molecular formula C<sub>28</sub>H<sub>32</sub>O<sub>5</sub>
Molecular Formula C28H32O5
Structure with the molecular formula C<sub>17</sub>H<sub>30</sub>O
Molecular Formula C17H30O
Structure with the molecular formula C<sub>20</sub>H<sub>38</sub>OSi
Molecular Formula C20H38OSi
Structure with the molecular formula C<sub>26</sub>H<sub>34</sub>O<sub>3</sub>
Molecular Formula C26H34O3
Structure with the molecular formula C<sub>15</sub>H<sub>22</sub>O<sub>3</sub>
Molecular Formula C15H22O3
Structure with the molecular formula C<sub>20</sub>H<sub>34</sub>O
Molecular Formula C20H34O
Structure with the molecular formula C<sub>21</sub>H<sub>36</sub>O<sub>3</sub>Si
Molecular Formula C21H36O3Si
Structure with the molecular formula C<sub>17</sub>H<sub>26</sub>O<sub>2</sub>
Molecular Formula C17H26O2
Structure with the molecular formula C<sub>25</sub>H<sub>32</sub>O<sub>3</sub>
Molecular Formula C25H32O3
Structure with the molecular formula C<sub>15</sub>H<sub>24</sub>O<sub>2</sub>
Molecular Formula C15H24O2
Structure with the molecular formula C<sub>6</sub>H<sub>8</sub>O
Molecular Formula C6H8O
Structure with the molecular formula C<sub>17</sub>H<sub>26</sub>O<sub>2</sub>S
Molecular Formula C17H26O2S
Structure with the molecular formula C<sub>10</sub>H<sub>18</sub>
Molecular Formula C10H18
Structure with the molecular formula C<sub>59</sub>H<sub>84</sub>O<sub>5</sub>Si<sub>3</sub>
Molecular Formula C59H84O5Si3
Structure with the molecular formula C<sub>15</sub>H<sub>22</sub>O<sub>2</sub>
Molecular Formula C15H22O2
Structure with the molecular formula C<sub>23</sub>H<sub>40</sub>O<sub>3</sub>Si
Molecular Formula C23H40O3Si
Structure with the molecular formula C<sub>15</sub>H<sub>23</sub>ClO<sub>2</sub>
Molecular Formula C15H23ClO2
Structure with the molecular formula C<sub>10</sub>H<sub>16</sub>O
Molecular Formula C10H16O
Structure with the molecular formula C<sub>21</sub>H<sub>40</sub>OSi
Molecular Formula C21H40OSi
Structure with the molecular formula C<sub>23</sub>H<sub>44</sub>OSi
Molecular Formula C23H44OSi
Structure with the molecular formula C<sub>14</sub>H<sub>20</sub>O<sub>2</sub>
Molecular Formula C14H20O2
Structure with the molecular formula C<sub>16</sub>H<sub>24</sub>O<sub>2</sub>
Molecular Formula C16H24O2
Structure with the molecular formula C<sub>23</sub>H<sub>34</sub>O<sub>6</sub>
Molecular Formula C23H34O6
Structure with the molecular formula C<sub>6</sub>H<sub>8</sub>O
Molecular Formula C6H8O
Structure with the molecular formula C<sub>20</sub>H<sub>32</sub>O<sub>2</sub>
Molecular Formula C20H32O2
Structure with the molecular formula C<sub>28</sub>H<sub>41</sub>BrO<sub>3</sub>Si<sub>2</sub>
Molecular Formula C28H41BrO3Si2
Structure with the molecular formula C<sub>35</sub>H<sub>50</sub>O<sub>5</sub>Si
Molecular Formula C35H50O5Si
Structure with the molecular formula C<sub>12</sub>H<sub>19</sub>NO<sub>3</sub>
Molecular Formula C12H19NO3
Structure with the molecular formula C<sub>22</sub>H<sub>38</sub>O<sub>3</sub>Si
Molecular Formula C22H38O3Si
Structure with the molecular formula C<sub>15</sub>H<sub>22</sub>O<sub>3</sub>
Molecular Formula C15H22O3
Structure with the molecular formula C<sub>20</sub>H<sub>27</sub>NO<sub>5</sub>
Molecular Formula C20H27NO5
Structure with the molecular formula C<sub>14</sub>H<sub>19</sub>IO<sub>2</sub>
Molecular Formula C14H19IO2
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