Patent ID: 6211370
Filing Date: 2001-04-03
Classification: C07B,C07D

Abstract:
A process of stereoselective chemical synthesis, comprising the step of reacting a dienophile and a 1,3-diene in the presence of a non-racemic chiral catalyst to produce a stereoisomerically enriched product, wherein said product has an enantiomeric excess or diastereomeric excess of at least 60%; wherein said dienophile is represented by formula 119, said 1,3-diene is represented by formula 118, and said chiral catalyst consists of an asymmetric tridentate ligand, a metal atom, and a counterion, said catalyst having a trigonal planar or trigonal pyrimidal geometry: ##STR79##in whicheach occurrence of Z independently represents C(R.sub.50), Si(R.sub.50), N, or P, wherein R.sub.50 represents a hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, thiol, amine, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, silyl, ether, thioether, sulfonyl, selenoether, ketone, aldehyde, ester, or --(CH.sub.2).sub.m --R.sub.7 ;Y represents O, S, or N(R.sub.50); andR.sub.1, R.sub.2, R.sub.3, and R.sub.4 represent independentlv for each occurrence hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, thiol, amine, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, silyl, ether, thioether, sulfonyl, selenoether, ketone, aldehyde, ester, or --(CH.sub.2).sub.m --R.sub.7 ;R.sub.7 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle or a polycycle; andm is zero or an integer in the range of 1 to 8.