A New and Practical Five-Carbon Component for Metal-Catalyzed [5 + 2] Cycloadditions: Preparative Scale Syntheses of Substituted Cycloheptenones
Paul A. Wender, Alaric J. Dyckman, Craig O. Husfeld and Marc J. C. Scanio
*Department of Chemistry,
Stanford University, Stanford, California 94305, United States,
Email: wenderp
stanford.edu
P. A. Wender, A. J. Dyckman, C. O. Husfeld, M. J. C. Scanio, Org. Lett., 2000, 2, 1609-1611.
DOI: 10.1021/ol0058691
see article for more reactions
Abstract
Rh-catalyzed [5 + 2] cycloadditions of 1-(2-methyoxyethoxy)-1-vinylcyclopropane as a five-carbon component to alkynes provide cycloheptenones in many cases in minutes and in very good isolated yields. The procedure is readily conducted on a small or large scale.
see article for more examples
P. A. Wender, C. Ebner, B. D. Fennell, F. Inagaki, B. Schröder, Org. Lett., 2017, 19, 5810-5813.
Key Words
cycloheptanones, cycloheptenes, ring expansions
ID: J54-Y2000
