Li Zhao, Tamura Masamichi, Yazaki Ryo, Ohshima Takashi
Graduate School of Pharmaceutical Sciences, Kyushu University.
Chem Pharm Bull (Tokyo). 2017;65(1):19-21. doi: 10.1248/cpb.c16-00333.
A highly chemoselective conjugate addition of amino alcohols to α,β-unsaturated ester using a soft Lewis acid/hard Brønsted base cooperative catalyst was developed. This catalysis achieved chemoselective addition of a hydroxy group over an amino group. Moreover, soft metal alkoxide generation enabled chemoselective soft conjugate addition over hard transesterification. Various amino alcohols, including unprecedented cyclic β-amino alcohol, were applicable to the present catalysis.
利用软路易斯酸/硬布朗斯特碱协同催化剂，实现了氨基醇对α,β-不饱和酯的高化学选择性共轭加成反应。该催化反应实现了羟基相对于氨基的化学选择性加成。此外，软金属醇盐的生成使得化学选择性的软共轭加成优于硬酯交换反应。各种氨基醇，包括前所未有的环状β-氨基醇，均可应用于本催化反应。
