Chen Long, Yin Xiao-Ping, Wang Cui-Hong, Zhou Jian
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, P. R. China.
Org Biomol Chem. 2014 Aug 28;12(32):6033-48. doi: 10.1039/c4ob00718b. Epub 2014 Jun 10.
The catalytic nucleophilic substitution of tertiary alcohols using carbon or heteroatom based nucleophiles is a versatile methodology for the efficient, diverse and atom economical construction of fully substituted carbon centres, including both quaternary carbons and heteroatom substituted tetrasubstituted carbons, which only produces water as the by-product. This review summarizes the recent progress in this field, including the catalytic asymmetric studies and their application in the natural product synthesis, briefly discusses the reaction mechanism and challenges, and outlines synthetic opportunities that are still open.
使用基于碳或杂原子的亲核试剂对叔醇进行催化亲核取代反应,是一种通用的方法,可高效、多样且原子经济地构建完全取代的碳中心,包括季碳和杂原子取代的四取代碳,该反应仅产生水作为副产物。本文综述了该领域的最新进展,包括催化不对称研究及其在天然产物合成中的应用,简要讨论了反应机理和挑战,并概述了仍有待探索的合成机会。