FORMATION AND REDUCTION REACTIONS OF 3-INDOL-3-YL-ISOXAZOLIDINES

Authors
COUTOULIARGYROPOULOU E MALAMIDOUXENIKAKI E STAMPELOS XN ALEXOPOULOU IN
Citation
E. Coutouliargyropoulou et al., FORMATION AND REDUCTION REACTIONS OF 3-INDOL-3-YL-ISOXAZOLIDINES, Tetrahedron, 53(2), 1997, pp. 707-718
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
2
Year of publication
1997
Pages
707 - 718
Database
ISI
SICI code
0040-4020(1997)53:2<707:FARRO3>2.0.ZU;2-O
Abstract
1,3-Dipolar cycloaddition reactions of C-(1-methylindol-3-yl)-N-methyl nitrone (1) with carbonyl substituted dipolarophiles lead to the forma tion of indolyl-isoxazolidines 3-6. Further reduction of the cycloaddu cts bearing a 5-methoxycarbonyl substituent give the pyrrolidinones 8, 10. The stereoselectivity of the reactions and the structure elucidati on of the products are discussed. Copyright (C) 1996 Elsevier Science Ltd