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理性设计多功能超分子亚胺催化:未经修饰的直链二烯醇底物的直接 vinylogous Michael 加成。

Rationally designed multifunctional supramolecular iminium catalysis: direct vinylogous Michael addition of unmodified linear dienol substrates.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000 (China).

出版信息

Angew Chem Int Ed Engl. 2014 Dec 15;53(51):14128-31. doi: 10.1002/anie.201406786. Epub 2014 Oct 19.

DOI:10.1002/anie.201406786
PMID:25327366
Abstract

The development of a direct vinylogous Michael addition of linear nucleophilic substrates is a long-standing challenge because of the poor reactivity and the considerable difficulty in controlling regioselectivity. By employing a rationally designed multifunctional supramolecular iminium catalysis strategy, the first direct vinylogous Michael addition of unmodified linear substrates to α,β-unsaturated aldehydes, to afford chiral 1,7-dioxo compounds with good yields and excellent regio- as well as enantioselectivity, has been developed.

摘要

发展线性亲核底物的直接 vinylogous Michael 加成是一个长期存在的挑战,因为其反应性差且对区域选择性的控制相当困难。通过采用合理设计的多功能超分子亚胺催化策略,首次实现了未经修饰的线性底物与α,β-不饱和醛的直接 vinylogous Michael 加成,以高收率和优异的区域及对映选择性得到手性 1,7-二酮化合物。

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