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Rhodium‐Catalyzed Arylative Cyclization for the Enantioselective Synthesis of (Trifluoromethyl)cyclobutanols
Authors:Thomas Johnson  Ken‐Loon Choo  Prof. Dr. Mark Lautens
Affiliation:Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON, M5S 3H6 (Canada)
Abstract:A rhodium‐catalyzed cyclization of 1‐(trifluoromethyl)‐4‐alkyn‐1‐ones with arylboronic acids is described to yield a novel class of small rings: (trifluoromethyl)cyclobutanols bearing an exocyclic double bond. The use of a rhodium/chiral diene complex allowed the reaction to proceed under mild conditions, often with high enantioselectivity. An X‐ray crystal structure was obtained confirming the formation of the four‐membered ring products.
Keywords:asymmetric catalysis  cyclobutanes  diene ligands  fluorine  rhodium
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