Synthesis of (-)-Slaframine and Related Indolizidines
An enantioselective synthesis of the indolizidine alkaloid (-)-slaframine 1 is reported.Reductive double cyclization of the azido epoxy tosylate 48 afforded the indolizidine 52, which was converted to (-)-slaframine in two steps.The cyclization substrate
Pearson, William H.,Bergmeier, Stephen C.,Williams, John P.
p. 3977 - 3987
(2007/10/02)
Synthesis of indolidines by the 1,3-dipolar cycloaddition of azides with methylenecyclopropanes followed by cyclopropyumine rearrangement
Cyclic imines 6a and 6b were obtained by the intramolecular 1,3-dipolar cycloaddition of azides with methylenecyclopropanes. Acid catalyzed rearrangement produced bicyclic (-)-enamines 7, which upon reduction provided indoilizidenes 8. A similar strategy was used for the synthesis of (-)-8a-epi-desacctoxyslaframine 16.
Heidt, Philip C.,Bergmeier, Stephen C.,Pearson, William H.
p. 5441 - 5444
(2007/10/02)
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