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NHC 催化的α,β-不饱和羧酸的α-官能团化的立体选择性反应:通过原位活化。

An NHC-catalyzed, stereoselective α-functionalization of α,β-unsaturated carboxylic acids through in situ activation.

机构信息

School of Chemistry and Materials Science, Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P R China.

出版信息

Org Biomol Chem. 2019 May 8;17(18):4564-4571. doi: 10.1039/c8ob03206h.

DOI:10.1039/c8ob03206h
PMID:30994641
Abstract

An N-heterocyclic carbene (NHC)-catalyzed α-functionalization of the in situ activated α,β-unsaturated carboxylic acids bearing γ-H was realized through formal [4 + 2] annulations with o-quinone methides, which paved a new avenue for the assembly and modification of the dihydrocoumarin scaffold in good yields with excellent diastereo- and enantioselectivities.

摘要

一种 N-杂环卡宾 (NHC)-催化的α-功能化反应,通过与邻醌甲醚的形式[4+2]环加成反应,实现了在原位活化的α,β-不饱和羧酸中γ-H 的反应,为二氢香豆素骨架的组装和修饰提供了一条新途径,具有良好的产率、优秀的非对映选择性和对映选择性。

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