Novel chiral compounds which are derivatives of a diamine or of an aminoalcohol, monosulfonylated and carrying a carbonyl group, pyrrolidinyl, their preparation and their applications in catalysis asymmetric.

摘要

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 Ar2two aromatic, carbo- or hetero-cyclic, rings optionally substituted, fused and/or containing one or more heteroatoms; x and y : bonds between A and heteroatoms; Rf1-20C hydrocarbyl, optionally containing at least one halo, preferably fluoro; Rzone or more substituents on pyrrolidinyl; G : a chiral group; W : O or RyN; Ry1-20C 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. [Image] [Image].