Journal
TETRAHEDRON LETTERS
Volume 50, Issue 18, Pages 2121-2123Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.159
Keywords
Haginin E (Phenoxodiol); Equal; Daidzein; Formononetin; Ring-closing metathesis
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Funding
- NSC Taiwan [94-2113-M-037-010, 97-2113-M-037-001]
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New syntheses of haginin E, equol, daidzein and formononetin are described in this Letter. Through a sequence of a Wittig reaction, C-alkylation, and another Wittig reaction, 4-benzyloxysalicylaldehyde, which was prepared from resorcinol in two steps, was converted into the desired diene in one pot. Subsequently, the prepared diene was subjected to ring-closing metathesis using Grubbs' catalyst (II) to construct the desired isoflavene intermediate. Using the prepared isoflavene, certain isoflavonoids such as haginin E, equol, daidzein, fomononetin and other related compounds were derived smoothly and in good overall yields. (C) 2009 Elsevier Ltd. All rights reserved.
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