Synthesis of the New 7S‐Aminolentiginosine and Derivatives

Advanced Synthesis & Catalysis
2009.0

Abstract

The new 7S-aminolentiginosine has been synthesized by a diastereoselective 1,3-dipolar cycloaddition strategy starting from 3,4-dihydroxylated pyrroline N-oxides derived from L-tartaric acid in thirteen steps. The intermediate 7S-azidolentiginosine undergoes efficiently copper(I)-catalysed Huisgen cycloadditions to alkynes.

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