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Synthesis of Gossypol Analogues
Authors:Vassil I. Ognyanov  Orlin S. Petrov  Emil P. Tiholov  Nikola M. Mollov
Abstract:Two gossypol analogues 2a and 2b were synthesized for biological evaluation as male contraceptive agents. The naphthol 8c was prepared by analogy with a known procedure starling from 3-isopropylcatechol ( 3 ). (t-Bu)2O2-Mediated phenolic coupling of 8c furnished the binaphthol 9c which, after pyrane ring closure, deprotection. and selective bisformylation with SnCl4/Cl2CHOCH3, gave the target compound 2a . The corresponding tetrahydroxy analogue 2b was prepared in a similar way.
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