title: Stereoselective synthesis of Baylis-Hillman-type adducts via allenolates generated by acyl migration.
abstract: [reaction: see text] The rearrangement of the carbamoyl group in allenyl carbamate 1 in the presence of n-BuLi in situ generates the allenolate 3, which is subsequently intercepted with aromatic aldehydes furnishing (Z)- or (E)-configured Baylis-Hillman-type adducts 4 or 5. The double bond isomers can be interconverted by a retro aldol-type reaction.
authors.affiliation: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, D-48149 Münster, Germany.
authors.forename: Nagaraju
authors.initials: N
authors.lastname: Gudimalla
authors.forename: Roland
authors.initials: R
authors.lastname: Fröhlich
authors.forename: Dieter
authors.initials: D
authors.lastname: Hoppe