Synthesis of natural lentiginosine employing a cyclic imide with C2-symmetry derived from L-tartaric acid

Tetrahedron: Asymmetry
1993.0

Abstract

The first efficient and simple process is described for the synthesis of a new (1S, 2S, 8aS)-1,2-dihydroxyindolizidine alkaloid, lentiginosine. The synthetic strategy is based on asymmetric deoxygenation of the quarternary alpha-hydroxy lactam prepared from a C2-symmetrical imide derived from L-tartaric acid.

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