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Highly Stereoselective Gold‐Catalyzed Coupling of Diazo Reagents and Fluorinated Enol Silyl Ethers to Tetrasubstituted Alkenes
Author(s) -
Liao FuMin,
Cao ZhongYan,
Yu JinSheng,
Zhou Jian
Publication year - 2017
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.201611625
Subject(s) - stereoselectivity , diazo , silylation , enol , chemistry , reagent , catalysis , cationic polymerization , reactivity (psychology) , organic chemistry , fluorine , medicinal chemistry , medicine , alternative medicine , pathology
We report a highly stereoselective synthesis of all‐carbon or fluorinated tetrasubstituted alkenes from diazo reagents and fluorinated enol silyl ethers, using C−F bond as a synthetic handle. Cationic Au I catalysis plays a key role in this reaction. Remarkable fluorine effects on the reactivity and selectivity was also observed.