AN OPTICAL RESOLUTION OF PYRIDYL AND BIPYRIDYLETHANOLS AND A FACILE PREPARATION OF OPTICALLY PURE OLIGOPYRIDINES

Authors
UENISHI J NISHIWAKI K HATA S NAKAMURA K
Citation
J. Uenishi et al., AN OPTICAL RESOLUTION OF PYRIDYL AND BIPYRIDYLETHANOLS AND A FACILE PREPARATION OF OPTICALLY PURE OLIGOPYRIDINES, Tetrahedron letters, 35(43), 1994, pp. 7973-7976
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
43
Year of publication
1994
Pages
7973 - 7976
Database
ISI
SICI code
0040-4039(1994)35:43<7973:AOROPA>2.0.ZU;2-X
Abstract
A kinetic resolution of racemic pyridyl and bipyridylethanols was perf ormed by Candida antarctica lipase with vinyl acetate in diisopropyl e ther, in which (R)-alcohol was acetylated stereoselectively, and both the acetate 2 and the remaining (S)-alcohol 1 were obtained with high enantiomeric excesses. (S)-Oligopyridylethanols, 7 and 8 were prepared by a coupling reaction of (S)-1b and (S)-1e with ethyl bipyridyl sulf oxide.