European Journal of Organic Chemistry

Regioselective Oxidative Dehydrogenation under Nonenzymatic Conditions: A Synthetic Route to Gossypol

L Li, Y Liu, Q Wang

Index: Li, Ling; Liu, Yuxiu; Wang, Qingmin European Journal of Organic Chemistry, 2013 , # 35 p. 8014 - 8021

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Citation Number: 4

Abstract

Abstract A practical and scalable route was developed for the total synthesis of gossypol to allow for the construction of dozens of gossypol derivatives. tBuO 2 Ac was found to be a highly efficient oxidant for the polymerization of hemigossypol through a biosynthetic process under nonenzymatic conditions to give gossypol. Hemigossypol was synthesized on a gram scale by starting from commercially available carvacrol and dimethyl succinate ...