A convenient route to both enantiomers of endo-2-benzonorbornenol via lipase catalysed resolution of the racemic mixture

Authors
Fernandez, F Garcia-Mera, X Rodriguez-Borges, JE
Citation
F. Fernandez et al., A convenient route to both enantiomers of endo-2-benzonorbornenol via lipase catalysed resolution of the racemic mixture, TETRAHEDR-A, 12(3), 2001, pp. 365-368
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
3
Year of publication
2001
Pages
365 - 368
Database
ISI
SICI code
0957-4166(20010305)12:3<365:ACRTBE>2.0.ZU;2-W
Abstract
Resolution of racemic endo-benzonorbornenol (+/-)-4 was performed using Can dida antaretica lipase (Novozym" 435) in benzene (50 degreesC;50 hours) wit h vinyl acetate as the acyl donor to afford (-)-endo-2-benzonorbornenol (-) -6 and their corresponding (+)-endo-2-benzonorbornenyl acetate (+)-5 in hig h e.e.s of up to 99'% and workable yields of up to 45-46%. (C) 2001 Elsevie r Science Ltd. All rights: reserved.