Journal of the Chemical Society. Chemical communications p. 891 - 892 (1981)
Update date:2022-08-31
Topics:
Mulzer, Johann
Zippel, Matthias
With increasing acidity of the reaction medium the stereochemistry of the CO2 elimination from cis-3-t-butyl-4-(p-methoxyphenyl)oxetan-2-one (1a) and from cis-3-t-butyl-4-pheyloxetan-2-one (1b) gradually changes from total retention to total inversion of configuration, so that sterically pure (Z)- and (E)-3,3-dimethyl-1-(p-methoxyphenyl)but-1-ene (3a) and (7a) and (Z)- and (E)-3,3-dimethyl-1-phenylbut-1-ene (3b) and (7b) may be obtained from (1a) and (1b), respectively.
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