Helvetica Chimica Acta p. 1189 - 1199 (1983)
Update date:2022-08-11
Topics:
Martin, Pierre
The based-induced contraction of enolisable 2-halocyclobutanones is often not stereoselectiv.The cis/trans-isomer ratio in the cyclopropanecarboxylic acid 9 derived from 2,4-cis-substituted cyclobutanones 7 depends on the nature of the leaving group.In addition, the choice of the base, the temperature and the solvent can profoundly affect the stereoselectivity of the Favoskii-reaction.The use of the p-bromophenylsulfonyloxy group as leaving group and an inhomogenous reaction medium leads exclusively to cis-carboxylic acid.
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