Sc(OTf)(3)-catalyzed diastereoselective synthesis of 3,4-dihydro-4-amino-2H-1-benzopyrans

Authors
Yadav, JS Reddy, BVS Sekhar, KC Geetha, V
Citation
Js. Yadav et al., Sc(OTf)(3)-catalyzed diastereoselective synthesis of 3,4-dihydro-4-amino-2H-1-benzopyrans, TETRAHEDR L, 42(26), 2001, pp. 4405-4407
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
26
Year of publication
2001
Pages
4405 - 4407
Database
ISI
SICI code
0040-4039(20010625)42:26<4405:SDSO3>2.0.ZU;2-M
Abstract
2,2-Dimethoxypropane reacts with a variety of o-hydroxybenzaldimines in the presence of a catalytic amount of scandium triflate at ambient temperature to afford a series of new compounds, 3,4-dihydro-4-amino-2-methoxy-2-methy l-2H-1-benzopyrans, in high yields, with good diastereoselectivity. BF3. OE 2, is also found to mediate this transformation under mild reaction conditi ons. (C) 2001 Elsevier Science Ltd. All rights reserved.