Department of Applied Chemistry, Tokyo Institute of Technology, Tokyo 152-8552, Japan.
Org Lett. 2010 Dec 17;12(24):5716-9. doi: 10.1021/ol102541s. Epub 2010 Nov 16.
A highly enantioselective alkynylation catalyzed by the dicationic (S)-BINAP-Pd complex with a variety of alkynylsilanes and trifluoropyruvate is described. The catalytic reaction is applicable to highly enantioselective addition of polyyne to trifluoropyruvate to construct α-trifluoromethyl-substituted tertiary alcohols as enantiomerically enriched forms. The alkynyl products can be converted into a chiral allene bearing a trifluoromethyl group.
本文描述了一种由手性双膦配体（S）-BINAP-Pd 二价阳离子配合物催化的高对映选择性炔基化反应，该反应可与各种炔基硅烷和三氟丙酮酸反应。该催化反应适用于高对映选择性地将多炔添加到三氟丙酮酸中，以构建α-三氟甲基取代的叔醇作为对映体富集形式。炔基产物可以转化为带有三氟甲基的手性丙二烯。
