1256723-09-7Relevant articles and documents
Regioselective oxidative dehydrogenation under nonenzymatic conditions: A synthetic route to gossypol
Li, Ling,Liu, Yuxiu,Wang, Qingmin
, p. 8014 - 8021 (2014/01/06)
A practical and scalable route was developed for the total synthesis of gossypol to allow for the construction of dozens of gossypol derivatives. tBuO2Ac 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 and using a Stobbe condensation, an electrophilic cyclization, and the Michael addition of ortho-quinone methide as key steps. A practical route was developed for the total synthesis of racemic gossypol. tBuO2Ac was found to be a highly efficient oxidant for the polymerization of hemigossypol under nonenzymatic conditions to give gossypol. Hemigossypol was synthesized on a gram scale from commercially available carvacrol and dimethyl succinate. Copyright
