Synthesis of indolizidine and pyrrolizidine alkaloids by the [2+2] cycloaddition of endocyclic enecarbamates to alkyl ketenes

Tetrahedron Letters
1995.0

Abstract

The total syntheses of the necine base (±)-platynecine and of a new indolizidine were accomplished. Both syntheses feature a [2+2] cycloaddition of a common endocyclic enecarbamate with alkylketenes in a new and concise strategy for the construction of pyrrolizidine and indolizidine skeleta. These syntheses were carried out in four steps in good overall yields. © 1995.

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