Organic Letters 2006-11-23

Synthesis of alpha-fluorosulfonate and alpha-fluorosulfonamide analogues of a sulfated carbohydrate.

Latifeh Navidpour, Wallach Lu, Scott D Taylor

Index: Org. Lett. 8(24) , 5617-20, (2006)

Full Text: HTML

Abstract

The first synthesis of sulfonamide and sulfonate analogues of a sulfated carbohydrate in which the ester oxygen of the sulfate is replaced with a CHF or CF2 group is reported. This was accomplished by electrophilic fluorination of the protected sulfonate and sulfonamide precursors. [reaction: see text].