Chemische Berichte

Folgereaktionen von Sulfenen aus Sulfonylchloriden und tertiären Aminen, 2. Bildung von Episulfonen, Sulfonylsulfen—Amin??S, N??Addukten und Chlorsulfinen aus …

G Opitz, T Ehlis, K Rieth

Index: Opitz, Guenter; Ehlis, Thomas; Rieth, Karlheinz Chemische Berichte, 1990 , vol. 123, # 10 p. 1989 - 1998

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Citation Number: 20

Abstract

EtiPr2N, and 1, 2, 2, 6, 6-pentamethylpiperidine is studied in acetonitrile solution between- 40 and 80" C. The 2, 3-dialkylthiirane 1, l-dioxides 4 (translcis> 1) and the alkenes 5 [(E)/(Z)> 11 are obtained in high yields with Et, N at-40 C. The stereochemistry is influenced by the amine base B in the ringclosure reaction and partially by epimerization of the episulfones 4. Hindered bases favor the cis,@-branched sulfonyl chlorides the trans isomer. Competing ...