title: Total stereochemical control in the addition of thiols to p-toluenesulfonylacetylene. synthesis of Z- and E-2-sulfanylvinylsulfonyl derivatives.
abstract: Alkyl and aryl sulfides react with equimolecular amounts of p-toluenesulfonylacetylene in CH3CN at 0 degrees C or rt without the use of any catalytic reagent to give good yields of Z-2-sulfanylvinylsulfonyl derivatives with total diastereoselectivity. On the other hand, in the presence of 1.1 equiv of NaH in THF, the same reaction affords the corresponding E-diastereomer also with total diastereoselectivity.
authors.affiliation: Departamento de Química Orgánica I, Facultad de Química, Universidad Complutense, 28040 Madrid, Spain.
authors.forename: Rocío
authors.initials: R
authors.lastname: Medel
authors.forename: María I
authors.initials: MI
authors.lastname: Monterde
authors.forename: Joaquín
authors.initials: J
authors.lastname: Plumet
authors.forename: Jenny K
authors.initials: JK
authors.lastname: Rojas