ENZYMATIC KINETIC RESOLUTION OF (+ -)-4-ACETOXY[2.2]PARACYCLOPHANE BYCANDIDA-CYLINDRACEA LIPASE - AN EFFICIENT ROUTE FOR THE PREPARATION OF (+)-R-4-HYDROXY[2.2]PARACYCLOPHANE AND (+)-S-4-ACETOXY[2.2]PARACYCLOPHANE/

Authors
CIPICIANI A FRINGUELLI F MANCINI V PIERMATTI O SCAPPINI AM RUZZICONI R
Citation
A. Cipiciani et al., ENZYMATIC KINETIC RESOLUTION OF (+ -)-4-ACETOXY[2.2]PARACYCLOPHANE BYCANDIDA-CYLINDRACEA LIPASE - AN EFFICIENT ROUTE FOR THE PREPARATION OF (+)-R-4-HYDROXY[2.2]PARACYCLOPHANE AND (+)-S-4-ACETOXY[2.2]PARACYCLOPHANE/, Tetrahedron, 53(34), 1997, pp. 11853-11858
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
34
Year of publication
1997
Pages
11853 - 11858
Database
ISI
SICI code
0040-4020(1997)53:34<11853:EKRO(->2.0.ZU;2-Y
Abstract
The enzymatic kinetic resolution of (+/-)-4-acetoxy[2.2]paracyclophane by Candida cylindracea lipase was investigated in water and in a tea- phase aqueous organic system. The (+)-(R)-4-hydroxy- and (+)-(S)-4-ace toxyl[2,2]-paracyclophanes were isolated in excellent yields and high enantiomeric excesses. The resolution was carried out on multi-gram sc ale in hexane-water at 40 degrees C. (C) 1997 Elsevier Science Ltd.