N-ALKENYL NITRONE DIPOLAR CYCLOADDITION ROUTES TO PIPERIDINES AND INDOLIZIDINES .8. THE SCOPE OF TANDEM REACTIONS INVOLVING HYDROXYLAMINE-ALKYNE CYCLIZATIONS

Authors
DAVISON EC FORBES IT HOLMES AB WARNER JA
Citation
Ec. Davison et al., N-ALKENYL NITRONE DIPOLAR CYCLOADDITION ROUTES TO PIPERIDINES AND INDOLIZIDINES .8. THE SCOPE OF TANDEM REACTIONS INVOLVING HYDROXYLAMINE-ALKYNE CYCLIZATIONS, Tetrahedron, 52(35), 1996, pp. 11601-11624
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
35
Year of publication
1996
Pages
11601 - 11624
Database
ISI
SICI code
0040-4020(1996)52:35<11601:NNDCRT>2.0.ZU;2-7
Abstract
A tandem sequence of hydroxylamine-alkyne cyclisation/1,3-dipolar cycl oaddition, provides useful entry into tricyclic systems of type 4. The scope of such reactions is explored in this paper. A novel cascade cy clisation of N-hydroxypyrrolidines of type 26 and 28 involving hydroxy lamine-alkyne cyclisation, Cope elimination and 1,3-dipolar cycloaddit ion is also reported. Copyright (C) 1996 Elsevier Science Ltd