Concepedia

Enantioselective total synthesis of (−)-flustramines A, B and (−)-flustramides A, B via domino olefination/isomerization/Claisen rearrangement sequence

Tomomi Kawasaki, Masashi Shinada, Daigo Kamimura, Mayu Ohzono, Atsuyo Ogawa

Chemical Communications · 2005 · 72 citations · 36 references

DOI

Concepts

Abstract

The concise total synthesis of marine alkaloids, (-)-flustramines A and B, and (-)-flustramides A and B has been achieved through the domino olefination/isomerization/Claisen rearrangement (OIC) for highly enantioselective construction of the asymmetric quaternary carbon center and the chemoselective reduction-cyclization (RC) for pyrrolidine formation as key steps.

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