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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

Abstract/Summary

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.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11109
Uncontrolled Keywords:POWDER ACETIC-ACID, GAMMA-LACTAM, AMIDYL, NITROGEN, ENAMIDES, 4-EXO

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