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
Full Text: HTML
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.
Related Articles:
[Vargas M., Leonor Y.; Castelli, Maria V.; Kouznetsov, Vladimir V.; Urbina G., Juan M.; Lopez, Silvia N.; Sortino, Maximiliano; Enriz, Ricardo D.; Ribas, Juan C.; Zacchino, Susana Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 7 p. 1531 - 1550]
Oxidation of Various Secondary Amines to Imines with N-tert-Butylphenylsulfinimidoyl Chloride.
[Mukaiyama, Teruaki; Kawana, Asahi; Fukuda, Yoshio; Matsuo, Jun-Ichi Chemistry Letters, 2001 , # 5 p. 390 - 391]