手性氨基亚磺酰胺的合成及其对N-苯基酮亚胺不对称还原的催化作用

Synthesis of Chiral Amino Sulfinamides and Their Catalyzed Asymmetric Reduction of N-phenyl Ketimine

从N-保护的手性氨基醇出发,经氧化成醛后,与手性叔丁基亚磺酰胺发生缩合反应,再经一步还原胺化合成了一系列新型手性氨基亚磺酰胺有机小分子催化剂。将其应用于N-苯基酮亚胺的不对称硅氢化反应中,以中等收率和对映选择性获得了相应的N-苯基手性胺。

A series of novel organocatalysts,chiral amino sulfinamides（5a～5f）,were synthesized from N-protected chiral amino alcohol via oxidation,reacting with chiral t-butyl sulfonamide and reductive amination.5 was further applied in the asymmetric hydrosilylation of N-phenyl ketimine by HSiCl3 to give chiral N-phenyl-methylbenzyl amine in moderate yield and enantioselectivity.