title: Diastereoselective one-step synthesis of functionalized cis-aziridinyl alcohols from oxiranyl carbaldimines.
abstract: [reaction: see text]. Upon treatment with lithiumorganic nucleophiles, trans-configured oxiranyl carbaldimines are transformed into anti-configured cis-aziridinyl alcohols with excellent diastereoselectivity. This conversion may be explained by a new type of the aza-Payne rearrangement, including first a nucleophilic attack on the imine carbon atom with diastereofacial differentiation followed by an intramolecular nucleophilic opening of the oxiranyl ring with simultaneous formation of the aziridine ring.
authors: Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster, Germany.
authors: Julia Luzia
authors: JL
authors: Bilke
authors: Monika
authors: M
authors: Dzuganova
authors: Roland
authors: R
authors: Fröhlich
authors: Ernst-Ulrich
authors: EU
authors: Würthwein