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Bronsted Acid Catalyzed Homoconjugate Addition of Organotrifluoroborates to Arylated Cyclopropyl Ketones
Journal article   Peer reviewed

Bronsted Acid Catalyzed Homoconjugate Addition of Organotrifluoroborates to Arylated Cyclopropyl Ketones

Truong N. Nguyen, Thien S. Nguyen and Jeremy A. May
Organic letters, Vol.18(15), pp.3786-3789
05/08/2016
PMID: 27409355

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A novel and practical homoconjugate addition of alkenyl, alkynyl, heteroaryl, and aryl trifluoroborates to arylated cyclopropyl ketones to synthesize gamma,gamma-disubstituted ketones is reported. A preliminary,mechanistic proposal involving ketone protonation, an intermediary carbocation, and intermolecular nucleophile addition has been made based on control studies.

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