Gold(I)-Catalyzed Ring Expansion of Cyclopropanols and Cyclobutanols
Jordan P. Markham, Steven T. Staben and F. Dean Toste*
*Department of Chemistry, University of California, Berkeley, California
94720, Email: fdtoste
berkeley.edu
J. P. Markham, S. T. Staben, F. D. Toste, J. Am. Chem. Soc., 2005, 127, 9708-9709.
DOI: 10.1021/ja052831g
Abstract
A stereospecific gold(I)-catalyzed rearrangement of 1-alkynyl cyclobutanols and cyclopropanols provides alkylidene cycloalkanones. The reaction tolerates terminal alkynes as well as alkyl, aryl, and halo-substitution at the acetylenic position and substituents on the ring.
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Key Words
Ring Expansions, Cyclobutanones
ID: J48-Y2005-2440
