Highly Enantioselective Synthesis of Chiral Cyclic Amino Alcohols and Conhydrine by Ruthenium-Catalyzed Asymmetric Hydrogenation
作者:Sheng Liu、Jian-Hua Xie、Wei Li、Wei-Ling Kong、Li-Xin Wang、Qi-Lin Zhou
DOI:10.1021/ol901605a
日期:2009.11.5
A highly efficient enantio- and diastereoselective synthesis of chiral cis-β-N-alkyl/arylamino cyclic alcohols has been realized by asymmetric hydrogenation of racemic α-amino cyclic ketones via DKR catalyzed by [RuCl2((S)-Xyl-SDP)((R,R)-DPEN)]. The enantioselectivities of the reaction were up to 99.9% ee with 99:1 cis-selectivities. A practical catalytic asymmetric synthesis of all four isomers of
一个高效对映和非对映选择性合成的手性顺式-β- ñ -烷基/芳基氨基环醇已经由外消旋的不对称氢化实现α氨基经由DKR环酮催化通过将[RuCl 2((小号)-Xyl-SDP) ((R,R)-DPEN)]。该反应的对映选择性分别达到99.9%ee的用99:1分的顺式-选择性。还开发了一种实用的催化方法,可合成水合所有四个异构体。