Reactions of dichlorocarbene and arenesulfenyl chlorides with 3,4-epoxy-1-butene and vinylethylene carbonate

Authors
Mannafov, TG Berdnikov, EA Samuilov, YD
Citation
Tg. Mannafov et al., Reactions of dichlorocarbene and arenesulfenyl chlorides with 3,4-epoxy-1-butene and vinylethylene carbonate, RUSS J ORG, 37(3), 2001, pp. 339-344
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
3
Year of publication
2001
Pages
339 - 344
Database
ISI
SICI code
1070-4280(200103)37:3<339:RODAAC>2.0.ZU;2-#
Abstract
Reaction of 3,4-epoxy-1-butene with dichlorocarbene is accompanied by deoxy genation and yields a mixture of 1,1-dichloro-2-vinylcyclopropane, 2,2,2 ' ,2 ' -tetrachlorobicyclopropyl, and 2,2-dichlorocyclopropyloxirane. Arenesu ffenyl chlorides react with 3,4-epoxy-1-butene to afford both Markownikoff and anti-Markownikoff addition products, whereas vinylethylene carbonate gi ves rise exclusively to the anti-Markownikoff adducts.