SYNTHESIS OF OPTICALLY-ACTIVE 2,3-SUBSTITUTED-1,2,3,4-TETRAHYDRO-4-QUINOLONES USING POLYLEUCINE

Authors
CHEN WP EGAR AL HURSTHOUSE MB MALIK KMA MATHEWS JE ROBERTS SM
Citation
Wp. Chen et al., SYNTHESIS OF OPTICALLY-ACTIVE 2,3-SUBSTITUTED-1,2,3,4-TETRAHYDRO-4-QUINOLONES USING POLYLEUCINE, Tetrahedron letters, 39(46), 1998, pp. 8495-8498
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
46
Year of publication
1998
Pages
8495 - 8498
Database
ISI
SICI code
0040-4039(1998)39:46<8495:SOO2>2.0.ZU;2-Y
Abstract
Polyleucine catalyzes the asymmetric epoxidation of enone (1) in a non -aqueous medium to provide epoxy-ketones (2) and (3) (81 and 84% yield s respectively; >98% ee). The epoxy-ketones (2) and (3) are subsequent ly cyclized to give 1,2,3,4-tetrahydro-4-quinolones (4) and (5) respec tively, (C) 1998 Elsevier Science Ltd. All rights reserved.