| abstract |
NEW MATERIAL:A compound shown by formula I [R 1 is H, 1-2C alkyl, phenyl or bonded to form alkylene, alkenylene, etc.; R 2 is H or methyl; R 3 is H, alkyl or aralkyl; X is single bond, CH 2 , C=O, N-R 4 , O, S, etc., (R 4 is H or amino- protecting group); Ar is aryl]. n EXAMPLE: (1R,2R,3S,4S)-Bicyclo[2,2,1]heptane-2,3-dicarboxylic acid 2-(D-mandelic acid) ester. n USE: Useful as a synthetic intermediate for useful compounds derived from natural substance. Providing an intermediate in high optical purity important in asymmetric synthesis of drugs such as especially prostaglandin. n PREPARATION: An acid anhydride shown by formula II having σ symmetry is reacted with an (R)- or (S)-arylacetic acid derivative shown by formula III (M 1 is H or metal) in a solvent such as THF at-100 to 50°C to give a compound shown by formula I. n COPYRIGHT: (C)1990,JPO&Japio |