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Highly Chemoselective and Versatile Method for Direct Conversion of Carboxylic Acids to Ketones Utilizing Zinc Ate Complexes
Authors:Ryo Murata  Dr Keiichi Hirano  Prof?Dr Masanobu Uchiyama
Institution:1. Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, Japan;2. Advanced Elements Chemistry Research Team, RIKEN Center for Sustainable Resource Science, and Elements Chemistry Laboratory, 2-1 Hirosawa, Wako-shi, Saitama, Japan
Abstract:Various carboxylic acids were directly transformed into the corresponding ketones by utilizing organozinc ate complexes, which provide high chemoselectivity without any overreaction to the undesired tertiary carbinol, owing to formation of a stable tetrahedral zincioketal intermediate. This method offers good overall atom/step/pot economy and operational simplicity.
Keywords:carboxylic acids  chemoselective  density functional calculations  ketones  organozincates
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