Lanthanide triflate catalyzed 1,3-dipolar cycloaddition reactions: stereoselective synthesis of indenoisoxazolidines

Authors
Nugiel, DA
Citation
Da. Nugiel, Lanthanide triflate catalyzed 1,3-dipolar cycloaddition reactions: stereoselective synthesis of indenoisoxazolidines, TETRAHEDR L, 42(21), 2001, pp. 3545-3547
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
21
Year of publication
2001
Pages
3545 - 3547
Database
ISI
SICI code
0040-4039(20010521)42:21<3545:LTC1CR>2.0.ZU;2-Y
Abstract
Substituted indenones reacted smoothly with a variety of in situ generated nitrones in the presence of lanthanide triflates to give exclusive exo 1,3- dipolar cycloaddition products in high yield. Judicious choice of the nitro ne substituents allowed for further modification of the indenoisoxazolidine core to the corresponding indenoisoxazoline and indenoisoxazole analogs in high yield. (C) 2001 Published by Elsevier Science Ltd.