
Tetrahedron Letters p. 4857 - 4860 (1999)
Update date:2022-08-05
Topics:
Morgan, Paul E.
McCague, Ray
Whiting, Andrew
Tosyl cyanide is activated by titanium(IV) chloride to generate a tolylsulfinyl chloride equivalent, which readily stereo- and regio- specifically adds to certain alkenes to provide β-chlorosulfoxides. These chlorides rapidly hydrolyse on silica gel to provide β-hydroxysulfoxides in stereocontrolled manner.
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