title: 2-(1,3-Dioxan-2-yl)ethylsulfonyl group: a new versatile protecting and activating group for amine synthesis.
abstract: [reaction: see text] 2-(1,3-Dioxan-2-yl)ethylsulfonyl (Dios) chloride was synthesized and used as a new versatile sulfonating agent for amines. Primary and secondary amines were sulfonated very easily in excellent yields with Dios chloride. N-Nonsubstituted and N-monosubstituted Dios-amides, activated amines, were alkylated satisfactorily under new Mitsunobu conditions utilizing (cyanomethylene)tributylphosphorane (CMBP). The Dios group is very stable under basic and reductive conditions and is removed by heating in a hot aqueous solution of trifluoroacetic acid.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
authors.forename: Izumi
authors.initials: I
authors.lastname: Sakamoto
authors.forename: Norimasa
authors.initials: N
authors.lastname: Izumi
authors.forename: Taeko
authors.initials: T
authors.lastname: Yamada
authors.forename: Tetsuto
authors.initials: T
authors.lastname: Tsunoda