Issue 19, 2019

Calcium-catalyzed regioselective dehydrative cross-coupling of propargylic alcohols with 1,3-dicarbonyl compounds

Abstract

A novel calcium-catalyzed in situ dehydrative cross-coupling reaction of propargylic alcohols with 1,3-dicarbonyl compounds was developed. This catalytic system can suppress the competitive Meyer–Schuster rearrangement, control regioselectivity, and enable the desired process to occur under solvent-free conditions at room temperature with water as the only byproduct. A variety of vicinal tertiary and all-carbon quaternary centers can be obtained in high yields with broad functional group tolerance.

Graphical abstract: Calcium-catalyzed regioselective dehydrative cross-coupling of propargylic alcohols with 1,3-dicarbonyl compounds

Supplementary files

Article information

Article type
Communication
Submitted
27 Jul 2019
Accepted
31 Aug 2019
First published
03 Sep 2019

Green Chem., 2019,21, 5207-5211

Calcium-catalyzed regioselective dehydrative cross-coupling of propargylic alcohols with 1,3-dicarbonyl compounds

P. Xie, X. Wo, X. Yang, X. Cai, S. Li, C. Gao, W. Fu, Z. Sun and T. Loh, Green Chem., 2019, 21, 5207 DOI: 10.1039/C9GC02635E

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