Catalysts for asymmetric addition of organozinc reagents to aldehydes and method for preparation
申请人:DuPont Pharmaceuticals Company
公开号:US06187918B1
公开(公告)日:2001-02-13
Novel chiral aminoalcohol catalysts and methods for their preparation are provided. The first catalyst is prepared via selective hydrogenation of one of two benzene rings in a precursor. The aminoalcohol promotes the asymmetric addition of organozinc reagents to aldehydes to afford optically active alcohols or their esters. The second catalyst is prepared by selective dialkylation of 3-exo-aminoisoborneol with a 2-haloethyl ether. The aminoalcohol promotes the addition of organozinc reagents to aliphatic aldehydes containing a &bgr;-branch with greatly enhanced enantioselectivity relative to DAIB.
提供了新型手性氨醇催化剂及其制备方法。第一种催化剂是通过对前体中的两个苯环中的一个进行选择性氢化制备的。氨醇促进有机锌试剂对醛的不对称加成,以得到光学活性醇或其酯。第二种催化剂是通过3-外共轭氨基异藁醇与2-卤乙基醚的选择性二烷基化制备的。氨醇促进对含有β-支链的脂肪族醛的有机锌试剂的加成,相对于DAIB具有大大增强的对映选择性。