Synthesis of a new insoluble polymer-supported chiral alcohol auxiliary and its first application to nucleophilic addition to ketenes.
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).
Akkari
R
R
Laboratoire des Amino acides, Peptides et Protéines, UMR-CNRS 5810-Universités Montpellier I et II, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France.
Calmes
M
M
Mai
N
N
Rolland
M
M
Martinez
J
J