PAPER	Synthesis 2003: 2321-2324   DOI: 10.1055/s-2003-41059
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Vinyl Sulfonamides Using the Horner Reaction
Deborah C. Reuter*, Joel E. McIntosh, Ashley C. Guinn, Ann Marie Madera
Department of Medicinal Chemistry, Roche Palo Alto, 3431 Hillview Ave. R6E-3, Palo Alto, CA 94304, USA Fax: +1(650)3547363; e-Mail: deborah.reuter@roche.com;
Received 2 June 2003

Abstract

A series of vinyl sulfonamides was synthesized using the Horner reaction of aldehydes and diphenylphosphorylmethanesulfonamide. The sulfonamide reagent was easily prepared and can be stored indefinitely. The trans orientation about the double bond of the vinyl sulfonamides was the only isomer observed.

Key words

sulfonamides - E-alkenes - Horner reaction - aldehydes - ylides