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Rh-Catalyzed cyclization of 2,3-allenoic acids in the presence of 2,3-allenols

Authors :
Xiaoyan Wu
Junjie Fan
Shengming Ma
Chunling Fu
Source :
Chemical Communications. 57:10411-10414
Publication Year :
2021
Publisher :
Royal Society of Chemistry (RSC), 2021.

Abstract

Herein we report a [Cp*RhCl2]2-catalyzed coupling cyclization of two different classes of allenes with 2,3-allenoic acids affording 2(5H)-furanone skeletons of products and 2,3-allenols forming a conjugated (E)-enal or enone functionality to the β-position of the 2(5H)-furanones. These products are important building blocks for the syntheses of potentially bioactive compounds. The reaction proceeded via the nucleometalation, insertion, and stereodefined 1,4-H delivery carried by rhodium.

Details

ISSN :
1364548X and 13597345
Volume :
57
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....8497309756102fe07e4f7e22cb5c12d5