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Issue 24, 2019
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Development of a new bicyclic imidazole nucleophilic organocatalyst for direct enantioselective C-acylation

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Abstract

A novel chiral nucleophilic organocatalyst easily synthesized from simple starting materials bearing a 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine skeleton has been developed and successfully applied in the direct enantioselective C-acylation of 3-substituted benzofuranones. Its catalytic efficiency was shown to be comparable to that of the previously reported chiral 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole catalyst. A wide range of 3,3-disubstituted benzofuranones, possessing a quaternary stereocenter, were synthesized with high yields and enantioselectivities.

Graphical abstract: Development of a new bicyclic imidazole nucleophilic organocatalyst for direct enantioselective C-acylation

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Article information


Submitted
19 Aug 2019
Accepted
31 Oct 2019
First published
01 Nov 2019

Org. Chem. Front., 2019,6, 3969-3972
Article type
Research Article

Development of a new bicyclic imidazole nucleophilic organocatalyst for direct enantioselective C-acylation

M. Zhou, E. He, L. Zhang, J. Chen, Z. Zhang, Y. Liu and W. Zhang, Org. Chem. Front., 2019, 6, 3969
DOI: 10.1039/C9QO01025D

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