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o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol
Authors:Santosh J Gharpure  AM Sathiyanarayanan  Prasad Jonnalagadda
Institution:Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India
Abstract: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.
Keywords:o-Quinone methides  Diels-Alder reaction  Isoflavonoids  Equol  Hydroxyequol  Vestitol
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