Total synthesis and absolute configuration of (-)-gummiferol

Hiroyoshi Takamura; Hiroko Wada; Nan Lu; Isao Kadota

doi:10.1021/ol201301b

Total synthesis and absolute configuration of (-)-gummiferol

Hiroyoshi Takamura, Hiroko Wada, Nan Lu, Isao Kadota

School of Science

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

12 Citations (Scopus)

Abstract

Stereoselective synthesis of two possible diastereomers of (-)-gummiferol was accomplished by the stepwise epoxidation and Cadiot-Chodkiewicz reaction as the key transformations. Detailed comparison of their ¹H and ¹³C NMR data and specific rotation with those of the natural product led to the absolute structural elucidation of (-)-gummiferol.

Original language	English
Pages (from-to)	3644-3647
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	14
DOIs	https://doi.org/10.1021/ol201301b
Publication status	Published - Jul 15 2011

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol201301b

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abstract = "Stereoselective synthesis of two possible diastereomers of (-)-gummiferol was accomplished by the stepwise epoxidation and Cadiot-Chodkiewicz reaction as the key transformations. Detailed comparison of their 1H and 13C NMR data and specific rotation with those of the natural product led to the absolute structural elucidation of (-)-gummiferol.",

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AU - Wada, Hiroko

AU - Lu, Nan

AU - Kadota, Isao

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AB - Stereoselective synthesis of two possible diastereomers of (-)-gummiferol was accomplished by the stepwise epoxidation and Cadiot-Chodkiewicz reaction as the key transformations. Detailed comparison of their 1H and 13C NMR data and specific rotation with those of the natural product led to the absolute structural elucidation of (-)-gummiferol.

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Total synthesis and absolute configuration of (-)-gummiferol

Abstract

ASJC Scopus subject areas

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