| abstract |
PURPOSE: To obtain the titled derivative which is an intermediate for medicines, e.g. prostaglandins having pharmacological action or maytansine having carcinostatic action, in high purity, by subjecting an intermediate obtained from D-glucose as a raw material to chemical conversion while utilizing the asymmetric carbon atom thereof. n CONSTITUTION: A 1-nitro-1-cyclopentenone derivative expressed by formula I (R is benzyl) is brought into contact with lead in the presence of an acid, preferably perchloric acid, to give a cyclopentanone derivative expressed by formula II, which is then dehydrated to afford an optically active 4-hydroxy-2- cyclopentenone derivative expressed by formula III. The dehyration reaction is preferably carried out using methanesulfonyl chloride and an organic base, preferably triethylamine. n COPYRIGHT: (C)1987,JPO&Japio |