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Beilstein J. Org. Chem. 2021, 17, 983–990, doi:10.3762/bjoc.17.80
Graphical Abstract
Figure 1: Biologically active 2-amino-1,3-diols.
Scheme 1: Stereoselective synthesis of the pinane-fused oxazolidin-2-one 9.
Figure 2: NOESY experiments and X-ray structure elucidation of oxazolidin-2-one 9.
Scheme 2: Stereoselective synthesis of the pinane spiro-fused oxazolidin-2-one 12.
Scheme 3: Parallel synthesis of 2-amino-1,3-diols.
Scheme 4: Synthesis of N-benzyl-2-amino-1,3-diol 16.
Scheme 5: Synthesis of 2-amino-1,3-diols.
Figure 3: NOESY experiments and X-ray structure proofment of the structure of oxazolidine 17.
Scheme 6: Synthesis of 2-phenyliminooxazolidines.
Figure 4: Proposed pathway for the ring–ring tautomerism.
Beilstein J. Org. Chem. 2014, 10, 2738–2742, doi:10.3762/bjoc.10.289
Scheme 1: Reagents and conditions: (i) 2-methyl-2-butene, t-BuOH, NaClO2 (aq), NaH2PO4 (aq), yield: 60%; (ii)...
Scheme 2: Reagents and conditions: (i) 2.4 equiv LiNBn2, dry THF, −78 °C, 6 h, then NH4Cl (aq), overall yield...
Figure 1: Structure of 10D and an ORTEP plot of its configuration.
Scheme 3: Reagents and conditions: (i) 2.4 equiv LiNBn2, dry THF, −78 °C, 6 h, then NH4Cl (aq), overall yield...
Scheme 4: Reagents and conditions: (i) 2.4 equiv lithium (R)-N-benzyl-N-α-methylbenzylamide, dry THF, −78 °C,...
Scheme 5: Reagents and conditions: (i) 0.2 equiv KOt-Bu/t-BuOH, 40 °C, 24 h, yield: 93% (7D), 91% (13); (ii) ...