title: Asymmetric synthesis of substituted homoallyl alcohols, halomethyl tetrahydrofurans, and chloro-amino sulfones from allyltitanium sulfoximines and alpha-hetero aldehydes.
abstract: Asymmetric syntheses of the iodomethyl-substituted bicyclic tetrahydrofuran 22 and the chloro-amino sulfone 30 from the allylic sulfoximine 15 and the alpha-hetero aldehydes 2 and 23, respectively, are described. Further examples for the asymmetric synthesis of chloromethyl tetrahydrofurans and chloro-amino sulfones are given. The synthesis of 30 features as key step the stereoselective Cl-substitution of a hydroxy group under neighboring group participation by an aminosulfoxonium group which is converted to a sulfonyl group. [reaction: see text].
authors.affiliation: Institut für Organische Chemie der Rheinisch-Westfälischen Technischen Hochschule Aachen, Landoltweg 1, 52074 Aachen, Germany.
authors.forename: A
authors.initials: A
authors.lastname: Rajender
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Gais