Systematic Strategy for the Synthesis of Cyanobacterin and Its Stereoisomers. 1. Asymmetric Total Synthesis of Dechloro-cyanobacterin and Its Enantiomer

Yasushi HAGA; Momotoshi OKAZAKI; Yoshihiro SHUTO

doi:10.1271/bbb.67.2183

Organic Chemistry Regular Papers

Systematic Strategy for the Synthesis of Cyanobacterin and Its Stereoisomers. 1. Asymmetric Total Synthesis of Dechloro-cyanobacterin and Its Enantiomer

Yasushi HAGA, Momotoshi OKAZAKI, Yoshihiro SHUTO

著者情報

キーワード: cyanobacterin, photosynthesis inhibitor, β- hydroxy-γ-ylidene-γ-butyrolactone framework, enantiodivergent synthesis, Evans and non-Evans aldol reaction

ジャーナルフリー

2003 年 67 巻 10 号 p. 2183-2193

DOI https://doi.org/10.1271/bbb.67.2183

詳細

抄録

The stereocontrolled total synthesis of the non-chlorinated analog of cyanobacterin, a potent photosynthesis inhibitor, was achieved by 12 steps in a 10.0% overall yield. Its enantiomer was also synthesized from the same starting material. This synthetic strategy is expected to be applicable to prepare cyanobacterin and all its stereoisomers, together with other similar bioactive compounds.

責任著者(Corresponding author)

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