139223-53-3Relevant articles and documents
Dependence of Ring Closure Stereoselectivity on the Nature of the Leaving Group: Application to the Synthesis of a New Class of Chiral Sulfoxide for the Control of Asymmetric Aldol Reactions
Wills, Martin,Butlin, Roger J.,Linney, Ian D.,Gibson, Richard W.
, p. 3383 - 3385 (2007/10/02)
Enantiomerically pure cyclic sulfinamide (S(S)R)-(+)-1 , which has application to the control of asymmetric aldol reactions via a derived sulfoxide, has been prepared in diastereoisomerically pure form from the sulfinic acid (R)-(-)-5 using thionyl chloride-4-dimethylaminopyridine (DMAP); replacement of DMAP with pyridine or triethylamine gave both diastereoisomers of 1 in low diastereoisomeric excess.