1,4-pentadienyl-3-sulfonamides: frameworks for "disfavored" radical cascade cyclizations.
[reaction: see text]. 1,4-pentadienyl-3-sulfonamides afford products including those resulting from disfavored 5-endo-trig reactions when subjected to radical cyclization conditions. Products resulting from pathways featuring 4-exo-trig cyclizations are also detected, even when the 4-exo-trig reaction leads to a highly strained bicyclo[3.2.0] ring system.
Bommezijn
S
S
Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UK.
Martin
C G
CG
Kennedy
A R
AR
Lizos
D
D
Murphy
J A
JA
D000466:Alkadienes / Q000737:chemistry; D003500:Cyclization; D005609:Free Radicals; D013449:Sulfonamides / Q000138:chemical synthesis*
D000466:Alkadienes; D005609:Free Radicals; D013449:Sulfonamides