Diastereoselective Borocyclopropanation of Allylic Ethers Using a Boromethylzinc Carbenoid

作者:Benoit Guillaume; Charette Andre B
来源:Journal of the American Chemical Society, 2017, 139(4): 1364-1367.
DOI:10.1021/jacs.6b09090

摘要

A borocyclopropanation of (E)- and (Z)-allylic ethers and styrene derivatives via the Simmons-Smith reaction using a novel boromethylzinc carbenoid is described. The carbenoid precursor is prepared via a 3-step sequence from inexpensive and commercially available starting materials. This methodology allows for the preparation of 1,2,3-substituted borocyclopropanes in high yields and diastereoselectivities. Several postfunctionalization reactions were also performed to illustrate the versatility of these building blocks.

  • 出版日期2017-2-1