Bismuth(III) chloride-catalyzed intramolecular hetero Diels-Alder reaction: Application to the synthesis of tetrahydrochromano[4,3-b]quinoline derivatives

Authors
Sabitha, G Reddy, EV Yadav, JS
Citation
G. Sabitha et al., Bismuth(III) chloride-catalyzed intramolecular hetero Diels-Alder reaction: Application to the synthesis of tetrahydrochromano[4,3-b]quinoline derivatives, SYNTHESIS-S, (13), 2001, pp. 1979-1984
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
13
Year of publication
2001
Pages
1979 - 1984
Database
ISI
SICI code
0039-7881(200110):13<1979:BCIHDR>2.0.ZU;2-7
Abstract
Intramolecular [4+2] cycloaddition reaction of aldimines derived from aroma tic amines and O-allyl derivatives of salicylic aldehydes was efficiently c atalyzed by BiCl3 to afford the corresponding tetrahydrochromano[4,3-b]quin olines in excellent yields. The products are isolated as 1:1 mixture of dia stereoisomers.