Synthesis of a new insoluble polymer-supported chiral alcohol auxiliary and its first application to nucleophilic addition to ketenes

…, N Mai, M Rolland, J Martinez

Index: Calmes, Monique; Escale, Francoise; Glot, Christele; Rolland, Marc; Martinez, Jean European Journal of Organic Chemistry, 2000 , # 13 p. 2459 - 2466

Full Text: HTML

Citation Number: 33

Abstract

The preparation of a new optically active alcohol with a carboxylic function that allowed its attachment to an amine-functionalized insoluble polymer is described. Its first use as a polymer supported chiral auxiliary is demonstrated by asymmetric transformation of two racemic aryl propionic acids via ketene formation (95-96% ee).

Related Articles:

Catalysed Asymmetric Protonation of Simple Linear Keto??Enolic Species− A Route to Chiral α??Arylpropionic Acids

[Roy, Olivier; Riahi, Abdelkhalek; Henin, Francoise; Muzart, Jacques European Journal of Organic Chemistry, 2002 , # 23 p. 3986 - 3994]

New methods and reagents in organic synthesis. 8. Trimethylsilyldiazomethane. A new, stable, and safe reagent for the classical arndt-eistert synthesis

[Aoyama, Toyohiko; Shioiri, Takayuki Tetrahedron Letters, 1980 , vol. 21, p. 4461 - 4462]

More Articles...