The Enantioselective Total Synthesis of a β-Carboline Alkaloid, (S)-(−)-Dichotomine C

Kana Omura; Tominari Choshi; Shiroh Watanabe; Yuhsuke Satoh; Junko Nobuhiro; Satoshi Hibino

doi:10.1248/cpb.56.237

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The Enantioselective Total Synthesis of a β-Carboline Alkaloid, (S)-(−)-Dichotomine C

Kana Omura, Tominari Choshi, Shiroh Watanabe, Yuhsuke Satoh, Junko Nobuhiro, Satoshi Hibino

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Keywords: (S)-(−)-dichotomine C, first synthesis, enantioselective synthesis, aza-electrocyclic reaction, microwave

JOURNAL FREE ACCESS

2008 Volume 56 Issue 2 Pages 237-238

DOI https://doi.org/10.1248/cpb.56.237

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Abstract

The first enantioselective synthesis of a β-carboline alkaloid, dichotomine C, possessing antiallergic effects, was achieved by constructing a β-carboline framework based on the microwave-assisted thermal electrocyclic reaction of a 1-azahexatriene system, followed by the Sharpless asymmetric dihydroxylation.

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