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通过对定制 N-杂环卡宾催化剂的合理设计，实现了不对称偕同羟醛加成到酰基膦酸酯。

Asymmetric homoenolate additions to acyl phosphonates through rational design of a tailored N-heterocyclic carbene catalyst.

机构信息

Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University , Silverman Hall, Evanston, Illinois 60208, United States.

出版信息

J Am Chem Soc. 2014 Jan 8;136(1):76-9. doi: 10.1021/ja410932t. Epub 2013 Dec 17.

DOI:10.1021/ja410932t
PMID:24299299
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3951019/
Abstract

A highly selective NHC-catalyzed synthesis of γ-butyrolactones from the fusion of enals and α-ketophosphonates has been developed. Computational modeling of competing transition states guided a rational design strategy to achieve enhanced levels of enantioselectivity with a new tailored C1-symmetric biaryl-saturated imidazolium-derived NHC catalyst.

摘要

一种高选择性的 NHC 催化反应，可从烯醛和α-酮膦酸酯的融合中合成γ-丁内酯。通过对竞争过渡态的计算建模，指导了一种合理的设计策略，使用新型定制的 C1 对称双芳基饱和咪唑啉衍生的 NHC 催化剂，实现了更高水平的对映选择性。

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