Organic letters

Synthesis of a triphenylphosphine reagent on non-cross-linked polystyrene support: Application to the Staudinger/Aza-Wittig reaction

AB Charette, AA Boezio, MK Janes

Index: Charette, Andre B.; Boezio, Alessandro A.; Janes, Marc K. Organic Letters, 2000 , vol. 2, # 24 p. 3777 - 3779

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Citation Number: 68

Abstract

A new triphenylphosphine reagent linked to a linear polystyrene was synthesized. The reactivity of this phosphine-bound polymer is superior to that of the phosphine bound to cross-linked polystyrene. The polymer reacted very rapidly with azides to generate iminophosphoranes which could then react with aldehydes to generate imines in good yields and high purities.

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