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Synthesis 2006(23): 4005-4012
DOI: 10.1055/s-2006-950331
DOI: 10.1055/s-2006-950331
PAPER
© Georg Thieme Verlag Stuttgart · New York
Enantioselective Synthesis of (+)-Sedamine and (-)-Allosedamine
Further Information
Received
7 July 2006
Publication Date:
20 October 2006 (online)
Publication History
Publication Date:
20 October 2006 (online)
Abstract
Two different approaches to the enantioselective syntheses of (+)-sedamine and (-)-allosedamine are described, both using the Sharpless asymmetric epoxidation as the key step. Regioselective reduction of epoxides, chemoselective oxidation of alcohols, ring-closing metathesis, and nucleophilic displacements were the other key steps employed.
Key words
alkaloids - asymmetric synthesis - regioselective reduction - ring-closing metathesis
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