1,4-pentadienyl-3-sulfonamides: Frameworks for "disfavored" radical cascade cyclizations

Authors
Bommezijn, S Martin, CG Kennedy, AR Lizos, D Murphy, JA
Citation
S. Bommezijn et al., 1,4-pentadienyl-3-sulfonamides: Frameworks for "disfavored" radical cascade cyclizations, ORG LETT, 3(21), 2001, pp. 3405-3407
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3405 - 3407
Database
ISI
SICI code
1523-7060(20011018)3:21<3405:1FF"RC>2.0.ZU;2-C
Abstract
[GRAPHICS] 1,4-Pentadienyl-3-sulfonamides afford products including those resulting fr om disfavored 5-endo-trig reactions when subjected to radical cyclization c onditions. Products resulting from pathways featuring 4-exo-trig cyclizatio ns are also detected, even when the 4-exo-trig reaction leads to a highly s trained bicyclo[3.2.0] ring system.