Enzyme-catalysed kinetic resolution of N,O-diacetyl derivatives of cyclic 1,3-amino alcohols

Authors
Kaman, J Forro, E Fulop, F
Citation
J. Kaman et al., Enzyme-catalysed kinetic resolution of N,O-diacetyl derivatives of cyclic 1,3-amino alcohols, TETRAHEDR-A, 12(13), 2001, pp. 1881-1886
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
13
Year of publication
2001
Pages
1881 - 1886
Database
ISI
SICI code
0957-4166(20010730)12:13<1881:EKROND>2.0.ZU;2-S
Abstract
Racemates of N.O-diacetyl derivatives of cis- and trans-2-aminomethylcyclop entanols 5 and 6 and cis- and trans-2-aminomethyleyelohexanols 7 and 8 were resolved through lipase-catalysed asymmetric O-deacylation at the (IR) ste reogenic centre. The gram-scale resolutions of 5-8 were carried out with et hanol in di-iso-propyl ether in the presence of Novozym 435. The unreacted N.O-diacetyl compounds 5a-8a were transformed to the corresponding alcohols 5c-8c without loss of enantiopurity. (C) 2001 Elsevier Science Ltd. All ri ghts reserved.