Radical hydrogen abstraction–cyclization with a 2-bromovinylsilyl group as a bifunctional tether
作者:Makoto Sukeda、Akira Matsuda、Satoshi Shuto
DOI:10.1016/j.tet.2005.06.021
日期:2005.8
In order to develop an efficient method for the regio- and stereoselective introduction of a carbon substituent, a radical hydrogen abstraction-cyclization using 1- and 2-bromovinylsilyl groups as bifunctional tethers was studied. Although, the selective introduction of a carbon substituent at the position P to the hydroxyl was unsuccessful, a carbon substituent was introduced with the 2-bromovinylsilyl ethers via a hydrogen abstraction-cyclization. These reactions were analyzed based on the bond dissociation energies obtained by theoretical calculations. (c) 2005 Elsevier Ltd. All rights reserved.