Chiral synthesis of (-)-mesembranol starting from D-glucose

Noritaka Chida; Kohji Sugihara; Seiichiro Ogawa

doi:10.1039/C39940000901

Chiral synthesis of (-)-mesembranol starting from D-glucose

Noritaka Chida, Kohji Sugihara, Seiichiro Ogawa

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

The chiral synthesis of the Sceletium alkaloid, (-)-mesembranol 1 is described; the cyclohexane ring in 1 is prepared in an optically active form from D-glucose using Ferrier's carbocyclisation reaction and the perhydroindole skeleton is effectively constructed by an intramolecular aminomercuration reaction.

Original language	English
Pages (from-to)	901-902
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	7
DOIs	https://doi.org/10.1039/C39940000901
Publication status	Published - 1994 Dec 1

ASJC Scopus subject areas

Molecular Medicine

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title = "Chiral synthesis of (-)-mesembranol starting from D-glucose",

abstract = "The chiral synthesis of the Sceletium alkaloid, (-)-mesembranol 1 is described; the cyclohexane ring in 1 is prepared in an optically active form from D-glucose using Ferrier's carbocyclisation reaction and the perhydroindole skeleton is effectively constructed by an intramolecular aminomercuration reaction.",

author = "Noritaka Chida and Kohji Sugihara and Seiichiro Ogawa",

year = "1994",

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doi = "10.1039/C39940000901",

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AU - Ogawa, Seiichiro

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N2 - The chiral synthesis of the Sceletium alkaloid, (-)-mesembranol 1 is described; the cyclohexane ring in 1 is prepared in an optically active form from D-glucose using Ferrier's carbocyclisation reaction and the perhydroindole skeleton is effectively constructed by an intramolecular aminomercuration reaction.

AB - The chiral synthesis of the Sceletium alkaloid, (-)-mesembranol 1 is described; the cyclohexane ring in 1 is prepared in an optically active form from D-glucose using Ferrier's carbocyclisation reaction and the perhydroindole skeleton is effectively constructed by an intramolecular aminomercuration reaction.

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JO - Chemical Communications

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Chiral synthesis of (-)-mesembranol starting from D-glucose

Abstract

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