D. Scholz
Mar 1, 1981
Citations
0
Influential Citations
12
Citations
Journal
Chemische Berichte
Abstract
Tetrahydrothiopyran-3-on-1,1-dioxid (2) wird durch Alkylierung und Ringoffnung unter Bromierung zu α-Halosulfon-Zwischenstufen umgesetzt, die durch Ramberg-Backlund-Umlagerung stereoselektiv in γ,δ-ungesattigte Carbonsauren 5 ubergefuhrt werden. New Synthetic Methods, 3. Tetrahydrothiopyran-3-one 1,1-Dioxide, a Usefull 4 C Synthon for the Stereoselective Synthesis of (Z)- (E)-γ,δ-Unsaturated Carboxylic Acids By alkylation and ring opening together with bromination, tetrahydrothiopyran-3-one 1,1-dioxide (2) is converted into α-halosufone intermediates, which can be transformed stereoselectively by Ramberg-Backlund rearrangement to (Z)-or (E)-γ,δ-unsaturated carboxylic acids 5.