Total synthesis and absolute configuration of (-)-gummiferol

Hiroyoshi Takamura, Hiroko Wada, Nan Lu, Isao Kadota

Research output: Contribution to journalArticle

9 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 languageEnglish
Pages (from-to)3644-3647
Number of pages4
JournalOrganic Letters
Volume13
Issue number14
DOIs
Publication statusPublished - Jul 15 2011

Fingerprint

epoxidation
nuclear magnetic resonance
Epoxidation
synthesis
products
configurations
Biological Products
Nuclear magnetic resonance
gummiferol
Carbon-13 Magnetic Resonance Spectroscopy
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Total synthesis and absolute configuration of (-)-gummiferol. / Takamura, Hiroyoshi; Wada, Hiroko; Lu, Nan; Kadota, Isao.

In: Organic Letters, Vol. 13, No. 14, 15.07.2011, p. 3644-3647.

Research output: Contribution to journalArticle

Takamura, Hiroyoshi ; Wada, Hiroko ; Lu, Nan ; Kadota, Isao. / Total synthesis and absolute configuration of (-)-gummiferol. In: Organic Letters. 2011 ; Vol. 13, No. 14. pp. 3644-3647.
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