Vinyl radical cyclization onto imino group. Selective 6-endo cyclization onto aldimines leading to 3-methylenepiperidines

Authors
Ryu, I Ogura, S Minakata, S Komatsu, M
Citation
I. Ryu et al., Vinyl radical cyclization onto imino group. Selective 6-endo cyclization onto aldimines leading to 3-methylenepiperidines, TETRAHEDR L, 40(8), 1999, pp. 1515-1518
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
8
Year of publication
1999
Pages
1515 - 1518
Database
ISI
SICI code
0040-4039(19990219)40:8<1515:VRCOIG>2.0.ZU;2-J
Abstract
When 5-exo/6-endo type of vinyl radical cyclization onto aldimine N=C bond was examined using tin hydride mediated radical reaction conditions, select ive 6-endo cyclization took place to lead to 3-methylenepiperidines. On the other hand, vinyl radical cyclization onto ketimine N=C bond did not take place. (C) 1999 Elsevier Science Ltd. All rights reserved.