Hou Guohua, Gosselin Francis, Li Wei, McWilliams J Christopher, Sun Yongkui, Weisel Mark, O'Shea Paul D, Chen Cheng-yi, Davies Ian W, Zhang Xumu
Department of Chemistry, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854-8066, USA.
J Am Chem Soc. 2009 Jul 29;131(29):9882-3. doi: 10.1021/ja903319r.
N-H ketoimines 3a-3v are readily prepared in high yield via organometallic addition to nitriles and isolated as corresponding bench-stable hydrochloride salts. Homogeneous asymmetric hydrogenation of unprotected N-H ketoimines 3a-3v using Ir-(S,S)-f-binaphane as catalyst provides chiral amines 4a-4v in 90-95% yield with enantioselectivities up to 95% ee.
通过向腈中进行有机金属加成反应可轻松高产率地制备N - H酮亚胺3a - 3v,并将其分离为相应的易于保存的盐酸盐。使用Ir-(S,S)-联萘作为催化剂对未保护的N - H酮亚胺3a - 3v进行均相不对称氢化反应,可得到手性胺4a - 4v,产率为90 - 95%,对映选择性高达95% ee。