Issue 18, 2019

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
26 Dec 2018
Accepted
09 Apr 2019
First published
10 Apr 2019

Org. Biomol. Chem., 2019,17, 4564-4571

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

Z. Wang, H. Zhang, H. Qian, Y. Wang, C. Yu, T. Li and C. Yao, Org. Biomol. Chem., 2019, 17, 4564 DOI: 10.1039/C8OB03206H

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