A conformationally defined 6-s-trans-retinoic acid isomer: synthesis, chemopreventive activity, and toxicity

…, BP Sani, TS Rogers, L Simpson-Herren…

文献索引：Vaezi, Michael F.; Alam, Muzaffar; Sani, Brahma P.; Rogers, Tina S.; Simpson-Herren, Linda; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 26 p. 4499 - 4507

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被引用次数: 25

摘要

A conformationally defined retinoic acid analog (1) which contains a dimethylene bridge to maintain the 6-s-trans orientation for two terminal double bonds in the polyene chain was synthesized. A Reformatsky reaction was utilized to extend the polyene chain of the starting enone, which provided exclusively the 92-configuration for the intermediate aldehyde. A Horners-Emmons condensation with this aldehyde then produced retinoic acid analogs ...