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通过 N-杂环卡宾催化双酚的不对称去对称化来获得 P-手性膦酸酯。

Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols.

机构信息

Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.

Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University , Huaxi District, Guiyang 550025, China.

出版信息

J Am Chem Soc. 2016 Jun 22;138(24):7524-7. doi: 10.1021/jacs.6b04624. Epub 2016 Jun 10.

Abstract

A carbene-catalyzed desymmetrization of prochiral bisphenol compounds bearing remote P-stereogenic centers is disclosed. The catalytic reactions can be performed on gram scales with 1 mol % N-heterocyclic carbene (NHC) catalyst, providing efficient access to enantiomerically enriched P-stereogenic phosphinates. The chiral phosphinates prepared with our method can find widespread applications as asymmetric organic catalysts and ligands.

摘要

本文报道了一种手性卡宾催化的具有远程 P 手性中心的前手性双酚化合物的去对称化反应。催化反应可以在克级规模下,以 1 mol% 的 N-杂环卡宾(NHC)催化剂进行,为对映体富集的 P 手性膦酸酯提供了有效的合成途径。本方法制备的手性膦酸酯可广泛用作不对称有机催化剂和配体。

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