The first preparation of beta-lactones by radical cyclization
Castle, K., Hau, C.S., Sweeney, J.B. and Tindall, C. (2003) The first preparation of beta-lactones by radical cyclization. Organic Letters, 5 (5). pp. 757-759. ISSN 1523-7060
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To link to this article DOI: 10.1021/ol0340235
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 carboncentered radical were present at the 3-position of the alkenoate acceptor.