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简单芳香酮的直接催化不对称还原胺化反应。

Direct catalytic asymmetric reductive amination of simple aromatic ketones.

机构信息

Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA.

出版信息

Org Lett. 2013 Sep 6;15(17):4354-7. doi: 10.1021/ol401851c. Epub 2013 Aug 12.

Abstract

A green method for chiral amine synthesis, the direct catalytic asymmetric reductive amination, was developed. Phenylhydrazide is an ideal nitrogen source for reductive amination. Molecular sieves play dual roles in this reaction. They help to remove H2O to form imine, as well as promote an imine reduction. f-Binaphane minimizes the inhibition effect from amines and helps the coordination of sterically demanding imines to the iridium center, thus leading to a smooth reaction.

摘要

发展了一种绿色的手性胺合成方法,即直接催化不对称还原胺化反应。苯甲酰肼是还原胺化的理想氮源。分子筛在该反应中发挥双重作用。它们有助于去除 H2O 以形成亚胺,同时促进亚胺还原。f-Binaphane 最大限度地减少了胺的抑制作用,并有助于空间位阻较大的亚胺与铱中心的配位,从而使反应顺利进行。

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