Intramolecular cyclisation of (Z)-N-4-alkenylnitrones and the effects of alkenyl substituents

Authors
Hems, WP Tan, CH Stork, T Feeder, N Holmes, AB
Citation
Wp. Hems et al., Intramolecular cyclisation of (Z)-N-4-alkenylnitrones and the effects of alkenyl substituents, TETRAHEDR L, 40(7), 1999, pp. 1393-1396
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
7
Year of publication
1999
Pages
1393 - 1396
Database
ISI
SICI code
0040-4039(19990212)40:7<1393:ICO(AT>2.0.ZU;2-P
Abstract
The intramolecular 1,3-dipolar cycloaddition reactions of (Z)-N-4-alkenylni trones carrying various alkenyl substituents were investigated, and the reg iochemistry of the resulting isoxazolidines was determined. Silyl- and brom o-substituents were found to effect significant regiocontrol on the intramo lecular nitrone dipolar cycloaddition reaction. (C) 1999 Elsevier Science L td. All rights reserved.