Journal
TETRAHEDRON LETTERS
Volume 49, Issue 18, Pages 2974-2978Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.03.003
Keywords
o-quinone methides; Diels-Alder reaction; isoflavonoids; equol; hydroxyequol; vestitol
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A concise strategy is developed for the synthesis of isoflavans employing a Diels-Alder reaction between o-quinone methides and aryl-substituted enol ethers followed by reductive cleavage of the acetal group. The method is extended towards the total syntheses of equol, 3'-hydroxyequol and vestitol. (C) 2008 Elsevier Ltd. All rights reserved.
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