Tetrahedron

Acid catalyzed stereoselective rearrangement and dimerization of flavenes: synthesis of dependensin

M Deodhar, DSC Black, N Kumar

Index: Deodhar, Mandar; Black, David StC; Kumar, Naresh Tetrahedron, 2007 , vol. 63, # 24 p. 5227 - 5235

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Citation Number: 46

Abstract

Appropriately substituted flavenes undergo stereoselective rearrangement and dimerization when treated with methanolic hydrochloric acid to give benzopyranobenzopyrans. A rationale for the rearrangement is proposed. This synthetic methodology has been used for a high yield synthesis of the natural product dependensin.

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