A new method for synthesis of five-membered carbocycles: use of the ester enolate rearrangement in conjunction with radical cyclization
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 8,p. 588-589
- https://doi.org/10.1039/c39860000588
Abstract
4-(Phenylseleno)butyryl esters (2), easily prepared from allylic alcohols, are convertible into cyclopentanes by successive ester enolate rearrangement (2)→(3) and 5-exo-trigonal radical cyclization (4)→(6); this general process is efficient and the stereochemical result is predictable.Keywords
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