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The first preparation of beta-lactones by radical cyclization
Kerstin Castle1, Chee-San Hau, J B Sweeney
1Department of Chemistry, University of Reading, Reading RG6 6AD, UK.
Organic Letters
|February 28, 2003
Abstract:
beta-Lactones have, for the first time, been prepared by 4-exo-trig radical cyclization. Thus, alpha-ethenoyloxy radicals react in the presence of tributylstannane in a photothermal process to give beta-lactones. Highest yields were obtained when groups capable of stabilizing a carbon-centered radical were present at the 3-position of the alkenoate acceptor.