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Highly Chemoselective and Versatile Method for Direct Conversion of Carboxylic Acids to Ketones Utilizing Zinc Ate Complexes
Author(s) -
Murata Ryo,
Hirano Keiichi,
Uchiyama Masanobu
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500308
Subject(s) - chemoselectivity , zinc , simplicity , chemistry , atom economy , carboxylic acid , one step , combinatorial chemistry , atom (system on chip) , organic chemistry , catalysis , computer science , engineering , parallel computing , chemical engineering , physics , quantum mechanics
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.