Nouveau Composes Chiraux Dérives d’une Diamine ou d’un Aminoalcool, Monosulfonylés et carbonylés Porteurs d’un Groupe Pyrrolidinyle. Leur Préparation et Leurs Applications en Catalyse Asymétrique

Chiral esters and amides (I) of pyrrolidine-2-carboxylic acid are new. - Chiral esters and amides of pyrrolidine-2-carboxylic acid, having formula (I), are new. - A = groups F1 or F2; - R' and R'' = 1-20C hydrocarbyl, i.e. acyclic, linear or branched, saturated or unsaturated aliphatic, carbo- or hetero-cyclic, mono- or poly-cyclic, saturated, unsaturated or aromatic, or a chain of such groups, or R' and R'' are linked to form a 4-20 atom carbo- or hetero-cyclic group, saturated, unsaturated or aromatic, mono- or poly-cyclic; - Ar1 and Ar2 = two aromatic, carbo- or hetero-cyclic, rings optionally substituted, fused and/or containing one or more heteroatoms; - x and y = bonds between A and heteroatoms; - Rf = 1-20C hydrocarbyl, optionally containing at least one halo, preferably fluoro; - Rz = one or more substituents on pyrrolidinyl; - G = a chiral group; - W = O or RyN; - Ry = 1-20C hydrocarbyl as for R', or a chain of such groups; - n = number of ring substituents; - m = 0-3, preferably 0 or 1; - the wavy line = chiral bond; - the broken line = chiral or non-chiral bond. - An INDEPENDENT CLAIM is also included for a method for preparing (I) by reacting an N-protected pyrrolidine-2-carboxylic acid (or alkyl ester) with the appropriate alcohol or amine.


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