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Evidence for a trianion intermediate in the metalation of 4-hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic acid. Methodology and application to racemic 5,5'-didesisopropyl-5,5'-dialkylapogossypol derivatives
Authors:Le Tin Thanh  Chau Nguyet Trang Thanh  Nguyen Tai Tan  Brien Josselin  Thai Trieu Tien  Nourry Arnaud  Castanet Anne-Sophie  Nguyen Kim Phi Phung  Mortier Jacques
Institution:Universite? du Maine and CNRS, Unite? de Chimie Organique Mole?culaire et Macromole?culaire (UMR 6011), Faculte? des Sciences, avenue Olivier Messiaen, 72085 Le Mans Cedex 9, France.
Abstract:The metalation of 4-hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic acid (8) affording trianion 6 is presented and applied to the regioselective efficient construction of a series of 5,5'-didesisopropyl-5,5'-dialkylapogossypol derivatives 3 that are potent pan-active inhibitors of antiapoptotic Bcl-2 family proteins.
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