铜催化的醛的不对称丙炔化反应。
Copper catalyzed asymmetric propargylation of aldehydes.
机构信息
Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., 900 Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA.
出版信息
J Am Chem Soc. 2010 Jun 9;132(22):7600-1. doi: 10.1021/ja103312x.
PMID:20481453
Abstract
The highly enantio- and regioselective copper catalyzed asymmetric propargylation of aldehydes with a propargyl borolane reagent is reported. The methodology demonstrated broad functional group tolerance and provided high enantioselectivities for aliphatic, vinyl, and aryl aldehydes. The utility of the TMS homopropargylic alcohols was demonstrated by the facile conversion to a chiral dihydropyranone.
摘要
本文报道了一种高对映选择性和区域选择性的铜催化不对称丙炔基化反应，使用丙炔基硼酸酯试剂与醛反应。该方法具有广泛的官能团容忍性，并为脂肪族、乙烯基和芳基醛提供了高对映选择性。TMS 偕丙基醇的用途通过易于转化为手性二氢吡喃酮得到了证明。
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