Synthesis and glycosidase inhibitory activity of new hexa- substituted C8-glycomimetics

• Olivia Andriuzzi,
• Christine Gravier-Pelletier,
• Gildas Bertho,
• Thierry Prangé and
• Yves Le Merrer

Beilstein J. Org. Chem. 2005, 1, No. 12, doi:10.1186/1860-5397-1-12

• new eight-membered carbasugars (Figure 2, A = OH) and related aminocyclitols (A = NHR) from C2-symmetrical L-ido- or D-manno- cyclooctene, easily available by ring closing metathesis of 1,9-diene derived from L-ido- or D-manno-bis-epoxide [33]. Thus, synthetic potentialities of the newly created

• concerning biological activity of C8-glycomimetics are seldom, the reported activities are often weak [24][25][26][27][28][29][30]. In summary, utilizing the readily available polyhydroxylated L-ido or D-manno-cyclooctenes, coming from ring closing metathesis of C2-symmetrical 1,9-dienes, we have

Synthesis of 2,6-trans- disubstituted 5,6-dihydropyrans from (Z)-1,5-syn-endiols

• Eric M. Flamme and
• William R. Roush

Beilstein J. Org. Chem. 2005, 1, No. 7, doi:10.1186/1860-5397-1-7

• ) ring closing metathesis,[12][13] (iv) vinylsilane cyclization of oxocarbenium ions,[14] and (v) intramolecular allylations.[15][16] However, we were unaware of any reports that describe the direct conversion of 1,5-diols containing an internal olefin such as 2 directly to 2,6-trans-disubstituted 5,6