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Beilstein J. Org. Chem. 2007, 3, No. 38, doi:10.1186/1860-5397-3-38
Graphical Abstract
Scheme 1: An example of a vinylogous Mukaiyama aldol in a natural product synthesis. Reagents and conditions:...
Scheme 2: Our vinylogous Mukaiyama aldol reaction with different substituents. Reagents and conditions: a) n-...
Figure 1: X-ray crystal structure of 6b.
Scheme 3: Synthesis of N-benzyl-3-pyrrolin-2-one 4f. Reagents and conditions: a) MsCl, Et3N, DMAP, 90%; b) Et3...
Figure 2: Structure of (+)-castanospermine 9.
Figure 3: C-8/C-8a disconnection stategy for castanospermine synthesis.
Scheme 4: Synthesis of Adduct 16 from adduct 6a. Reagents and conditions: a) CAN, aq CH3CN, -20°C to rt, 5 h,...
Scheme 5: Conversion of adduct 16 to indolizidine 18. Reagents and conditions a) (1.5 equiv), Et3N (2 equiv),...
Figure 4: X-ray structure of 16.
Figure 5: Structure of 6a with numbering to demonstrate numbering system used in this section.