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

Authors :
Yuanfeng Wang
Jian Pan
Jingjiao Dong
Chenxia Yu
Tuanjie Li
Xiang-Shan Wang
Shide Shen
Changsheng Yao
Source :
Journal of Organic Chemistry. 2/3/2017, Vol. 82 Issue 3, p1790-1795. 6p.
Publication Year :
2017

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
82
Issue :
3
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
121182211
Full Text :
https://doi.org/10.1021/acs.joc.6b02444