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N-杂环卡宾催化饱和羧酸与邻醌甲醚的[4 + 2]环化反应：通过原位活化构建二氢香豆素的对映选择性合成。

N-Heterocyclic Carbene-Catalyzed [4 + 2] Cyclization of Saturated Carboxylic Acid with o-Quinone Methides through in Situ Activation: Enantioselective Synthesis of Dihydrocoumarins.

机构信息

Jangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou, Jiangsu 221116, P. R. China.

Xuzhou Institute of Architectural Technology , Xuzhou, Jiangsu 221116, China.

出版信息

J Org Chem. 2017 Feb 3;82(3):1790-1795. doi: 10.1021/acs.joc.6b02444. Epub 2017 Jan 24.

DOI:10.1021/acs.joc.6b02444
PMID:28074651
Abstract

An N-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] synthesis of dihydrocoumarins was realized from saturated carboxylic acids and o-quinone methides via an in situ activation strategy. This protocol results in excellent diastereoselectivity and enantioselectivity and good yields and uses readily available and inexpensive starting materials.

摘要

N-杂环卡宾（NHC）催化的饱和羧酸和邻醌甲醚的[4 + 2]形式二氢香豆素合成是通过原位活化策略实现的。该方案具有优异的非对映选择性和对映选择性以及良好的收率，并且使用易得且廉价的起始原料。

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