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双功能松香衍生胺硫脲催化剂催化内酯与 N-Boc-醛亚胺的高非对映选择性和对映选择性 Mannich 反应。

Highly diastereo- and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts.

机构信息

State Key Laboratory of Applied Organic Chemistry, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China.

出版信息

Chem Commun (Camb). 2010 Jun 28;46(24):4294-6. doi: 10.1039/c000621a. Epub 2010 May 17.

Abstract

A highly efficient diastereo- and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and >20:1 dr).

摘要

首次研究了多功能松香衍生的胺硫脲催化剂在各种 N-Boc-aldimine 与内酯的高对映选择性和非对映选择性曼尼希反应中的应用,通常可以得到带有季立体中心的加合物,具有高对映选择性和非对映选择性(高达 99%ee,>20:1dr)。

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