111341-49-2Relevant articles and documents
CYCLIC ETHER SYNTHESIS: SULFENYLETHERIFICATION WITH BENZENESULFENYL CHLORIDE/N,N-DIISOPROPYLETHYLAMINE AND SULFENATE ESTER CYCLOADDITIONS
Tuladhar, Sudersan M.,Fallis, Alex G.
, p. 1833 - 1837 (2007/10/02)
A general method for the formation of the cyclic ethers 9, 10, 13, 14, 16 and the lactone 30 is described.The procedure employs benzenesulfenyl chloride prepared in situ in acetonitrile and N,N-diisopropylethylamine to generate a thiiranium (episulfonium) ion intermediate from which the cyclic products arise by internal nucleophilic displacement.In the special case of the norbornene alcohols 1 and 2 the oxethanes 5 and 6 are formed by intramolecular sulfenate ester cycloaddition.