On the Hydrostannylation of Aryl Propargylic Alcohols and Their Derivatives: Remarkable Differences in Both Regio- and Stereoselectivity in Radical- and Nonradical-Mediated Transformations
作者:Martins S. Oderinde、Robert D. J. Froese、Michael G. Organ
DOI:10.1002/chem.201403459
日期:2014.7.7
Herein, we describe a highly regio‐ and stereoselective radical‐mediated and molecular‐oxygen (O2)‐dependent hydrostannylation of phenyl propargylicalcohols and their derivatives. There is a significant steric effect on the stereoselectivity of the tin‐radical addition. Further, the uncatalyzed regio‐ and stereoselectivehydrostannylation of arylpropargylicalcohols with nBu3SnH and Ph3SnH is also described
本文中,我们描述了苯丙炔醇及其衍生物的高度区域选择性和立体选择性的自由基介导和分子氧(O 2)依赖性加氢苯乙烯基化反应。锡自由基加成物的立体选择性有很大的空间效应。此外,还描述了芳基炔丙醇与n Bu 3 SnH和Ph 3 SnH的未催化区域和立体选择性加氢苯乙烯基化反应,并以接近滴定的动力学发生。尽管不考虑芳基部分的电子性质,n Bu 3 SnH的未催化加成反应均具有显着的γ-区域选择性,但Ph 3的加成反应SnH似乎是由芳基炔烃的电子性质驱动的。