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Umpolung of Fluoroform by CF Bond Activation: Direct Difluoromethylation of Lithium Enolates
Author(s) -
Iida Toshiaki,
Hashimoto Ryota,
Aikawa Kohsuke,
Ito Shigekazu,
Mikami Koichi
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201203588
Subject(s) - umpolung , chemistry , carbocation , lithium (medication) , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , psychology , nucleophile , psychiatry
Double agent : The direct α‐difluoromethylation of lithium enolates using an umpolung form of fluoroform as a difluoromethyl carbocation equivalent leads to an all‐carbon quaternary center. Late transition metals are not necessary and the reaction involves activation of inert CF bonds with subsequent CC bond formation.