Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, India.
J Org Chem. 2017 May 5;82(9):4851-4858. doi: 10.1021/acs.joc.7b00579. Epub 2017 Apr 19.
A highly enantioselective cascade sulfa-Michael/Julia-Kocienski olefination reaction between 2-mercaptobenzaldehydes and β-substituted vinyl PT-sulfones has been realized for the synthesis of 3,4-unsubstituted 2H-thiochromenes. This reaction, catalyzed by diphenylprolinol TMS ether, proceeds through an aromatic iminium intermediate and furnishes a wide range of 2-substiuted 2H-thiochromenes with excellent enantioselectivities (up to 99:1 er).
一种高度对映选择性的级联硫代迈克尔/朱利亚-科切涅夫斯基烯烃化反应已经在 2-巯基苯甲醛和β取代的乙烯基 PT-砜之间实现，用于合成 3,4-未取代的 2H-硫代色烯。该反应在二苯脯氨醇 TMS 醚的催化下进行，通过芳香亚胺中间体进行，并提供了广泛的 2-取代的 2H-硫代色烯，具有优异的对映选择性（高达 99:1 er）。
