Johnson T, Choo K.-L, Lautens M * University of Toronto, Canada
Rhodium-Catalyzed Arylative Cyclization for the Enantioselective Synthesis of (Trifluoromethyl)cyclobutanols.
Chem. Eur. J. 2014;
20: 14194-14197
Key words
boronic acids - cyclization - rhodium
Significance
Lautens and co-workers report a rhodium-catalyzed cyclization of 1-(trifluoromethyl)-4-alkyn-1-ones with variously substituted arylboronic acids to obtain (trifluoromethyl)cyclobutanols bearing an exocyclic double bond.
Comment
The reactivity of the newly formed exocyclic double bond was explored by subjecting a (trifluoromethyl)cyclobutanol to an epoxidation reaction using MCPBA and an ozonolysis.
