Total synthesis of (S)-equol

Jennifer M. Heemstra; Sean A. Kerrigan; Daniel R. Doerge; William G. Helferich; William A. Boulanger

doi:10.1021/ol0620444

Total synthesis of (S)-equol

Jennifer M. Heemstra, Sean A. Kerrigan, Daniel R. Doerge, William G. Helferich, William A. Boulanger

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

Abstract

The first enantioselective total synthesis of (S)-equol is reported. The described route relies on an Evans alkylation to form the stereocenter and an intramolecular Buchwald etherification to generate the chroman ring. Key features of this method include its brevity, its scalability, and the low cost of starting materials.

Original language	English (US)
Pages (from-to)	5441-5443
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	24
DOIs	https://doi.org/10.1021/ol0620444
State	Published - Nov 23 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0620444

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title = "Total synthesis of (S)-equol",

abstract = "The first enantioselective total synthesis of (S)-equol is reported. The described route relies on an Evans alkylation to form the stereocenter and an intramolecular Buchwald etherification to generate the chroman ring. Key features of this method include its brevity, its scalability, and the low cost of starting materials.",

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AU - Kerrigan, Sean A.

AU - Doerge, Daniel R.

AU - Helferich, William G.

AU - Boulanger, William A.

PY - 2006/11/23

Y1 - 2006/11/23

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AB - The first enantioselective total synthesis of (S)-equol is reported. The described route relies on an Evans alkylation to form the stereocenter and an intramolecular Buchwald etherification to generate the chroman ring. Key features of this method include its brevity, its scalability, and the low cost of starting materials.

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Total synthesis of (S)-equol

Abstract

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