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Redox-Neutral Rh(III)-Catalyzed Olefination of Carboxamides with Trifluoromethyl Allylic Carbonate

Authors :
Jihye Park
Neeraj Kumar Mishra
Mijin Jeon
Seok-Yong Lee
Sung Hee Um
Jong Suk Lee
Jong Hwan Kwak
In Su Kim
Sangil Han
Source :
The Journal of organic chemistry. 81(22)
Publication Year :
2016

Abstract

The rhodium(III)-catalyzed olefination of various carboxamides with α-CF3-substituted allylic carbonate is described. This reaction provides direct access to linear CF3-allyl frameworks with complete trans-selectivity. In particular, a rhodium catalyst provided Heck-type γ-CF3-allylation products via the β-O-elimination of rhodacycle intermediate and subsequent olefin migration process.

Details

ISSN :
15206904
Volume :
81
Issue :
22
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....3a4ef2ab5209a0d1d339d96fdf726cfc