Wang Chuan, Yamamoto Hisashi
Department of Chemistry, The University of Chicago , 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
J Am Chem Soc. 2014 May 14;136(19):6888-91. doi: 10.1021/ja5029809. Epub 2014 May 2.
The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N- and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectivities (C3:C2 up to >99:1).
首次实现了2,3-环氧醇和2,3-环氧磺酰胺的催化、高C3选择性、立体特异性开环反应。该过程由钨盐有效促进,所开发的方法适用于各种环氧化物与不同的N-和O-亲核试剂,产物收率良好至优异(高达95%),且通常具有高区域选择性(C3:C2高达>99:1)。