Synthesis and study of isoflavan-4-ols

Anjaneyulu, A. S. R. ; Sri Krishna, C. ; Ramachandra Row, L. (1965) Synthesis and study of isoflavan-4-ols Tetrahedron, 21 (9). pp. 2677-2681. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)93923-7

Abstract

The action of NaBH4 on some typical isoflavones yields isoflavan-4-ols in 70–85% yields. 2-Methylisoflavones are resistant to this reduction. The isoflavan-4-ols undergo dehydration to isoflavens in presence of protonic reagents suggesting a quasi-trans relationship between the quasi-equatorial 4-OH and 3-H, proposed by Michelie et al. and based on NMR evidence.

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