Tetrahedron letters

Rhenium catalyzed sulfurization of phosphorus (III) compounds with thiiranes: New reagents for phosphorothioate ester synthesis

JB Arterburn, MC Perry

Index: Arterburn, Jeffrey B.; Perry, Marc C. Tetrahedron Letters, 1997 , vol. 38, # 44 p. 7701 - 7704

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Citation Number: 17

Abstract

A new method for the mild sulfurization of phosphorus (III) compounds with thiiranes catalyzed by ReOCl3 (PPh3) 2 (I) or ReOCl3 (SMe2) OPPh3)(II) is reported. The novel catalytic sulfur transfer reactions are rapid and occur efficiently under ambient conditions in organic solvents. This methodology enabled propylene sulfide to be used as a sulfurizing agent for the synthesis of a protected nucleotide phosphorothioate ester.

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