Patent ID: 7262299

Claim:
A process for performing an enantioselective catalytic Hetero-Diels-Alder reaction by reacting a diene of formula (III) or (IV); in which R 1 , R 2 , R 3 , and R 4 are independently hydrogen, substituted or unsubtituted alkyl (C1-C12), cycloalkyl (C1-C12), aryl, alkoxy (C1-C12) and siloxy (C1-C12), halide, amino, amido, nitrile, thiol, sulphide, carbonyl, sulphonyl or phosphonyl; substituting groups being selected from the group consisting of alkyl, aryl, halide, alkoxy, amido, amino, nitrile, carbonyl and sulphonyl; X is CH 2 , C 2 H 4 , C 3 H 6 , O, N (including N═N), S or P, which may be further substituted with hydrogen or a substituted or unsubstituted alkyl (C1-C12) or aryl group; or a cyclic diene comprising greater than one heteroatom selected from O, N or S in the ring structure; with a dienophile of formula (IX); in which Y is O or NR, (where R is hydrogen, alkyl or aryl); R 5 and R 6 are independently hydrogen, alkyl (C1-C12), cycloalkyl (C1-C12), aryl, substituted aryl, ketone, aldehyde, ester, amide carboxylic acid, nitrile, nitrate, sulphonate or phosphonate, in the presence of a heterogeneous catalyst comprising zeolite Y or ZSM-5 with between 1 and 100% of the exchange sites occupied by copper ions, and a chiral bis(oxazoline) of formula (I) having an axis of symmetry through Z in which R=hydrogen, n=1, X and Y=O, Z=CH 2 , C(CH 3 ) 2 , NCH 3 or 1,5-C 6 H 5 N and R 1 and R 2 are the same and are alky (branched or linear C1-C10), cycloalkyl, aryl or benzyl which may be substituted or unsubstituted; substituting groups being selected from the group consisting of halogen, hydroxyl, carboxyl, amide, silyl and aryl.