Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
J Am Chem Soc. 2012 Jul 25;134(29):11896-9. doi: 10.1021/ja304481a. Epub 2012 Jul 13.
The first catalytic enantioselective conjugate addition of alkylboron compounds has been achieved. Reactions between alkylboranes and imidazol-2-yl α,β-unsaturated ketones proceeded with high enantioselectivity under the influence of a Cu(I) catalyst system, prepared in situ from CuCl, a new chiral imidazolium salt as a precursor for the N-heterocyclic carbene ligand, and PhOK. Alkylboranes are widely obtained via alkene hydroboration. A variety of functional groups are tolerated in alkylboranes and α,β-unsaturated ketones.
首例烷基硼化合物的催化对映选择性共轭加成反应已经实现。在 Cu(I)催化剂体系的作用下，烷基硼与咪唑-2-基α,β-不饱和酮进行反应，具有高对映选择性，该催化剂体系由 CuCl、一种新的手性咪唑翁盐（作为 N-杂环卡宾配体的前体）和 PhOK 原位制备而成。烷基硼通过烯烃硼氢化广泛获得。烷基硼和α,β-不饱和酮中可以容忍各种官能团。
