A Schmidt route to 1-azabicyclo[x.y.0]alkanes: a comparison of carbocationstabilizing groups

Authors
Pearson, WH Walavalkar, R
Citation
Wh. Pearson et R. Walavalkar, A Schmidt route to 1-azabicyclo[x.y.0]alkanes: a comparison of carbocationstabilizing groups, TETRAHEDRON, 57(24), 2001, pp. 5081-5089
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
24
Year of publication
2001
Pages
5081 - 5089
Database
ISI
SICI code
0040-4020(20010611)57:24<5081:ASRT1A>2.0.ZU;2-W
Abstract
The intramolecular Schmidt reactions of tertiary alkyl, tertiary benzylic, tertiary propargylic, and tertiary allylic carbocations with tethered azide s are reported. Using product analysis and deuterium labeling studies, the role of cation rearrangement prior to Schmidt reaction is reported. (C) 200 1 Elsevier Science Ltd. All rights reserved.