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Nonstabilized N-unsubstituted azomethine ylides: a synthesis of indolizidine 239CD
1Department of Chemistry, University of Michigan, Ann Arbor 48109-1055, USA.
Organic Letters
|May 24, 2000
Abstract:
[formula: see text] Treatment of a (2-azaallyl)stannane with HF.pyridine generated a nonstabilized N-unsubstituted azomethine ylide, which was found to undergo an efficient and stereoselective dipolar cycloaddition with phenyl vinyl sulfone to produce a trans-2,5-dialkylpyrrolidine that was further transformed into the dendrobatid alkaloid indolizidine 239CD.