A QUALITATIVE INVESTIGATION OF SUBSTITUENT EFFECTS IN THE HOMODIENYL-[1,5]-HYDROGEN SHIFT IN VINYLAZIRIDINES

Authors
SOMFAI P AHMAN J
Citation
P. Somfai et J. Ahman, A QUALITATIVE INVESTIGATION OF SUBSTITUENT EFFECTS IN THE HOMODIENYL-[1,5]-HYDROGEN SHIFT IN VINYLAZIRIDINES, Tetrahedron letters, 36(11), 1995, pp. 1953-1956
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
11
Year of publication
1995
Pages
1953 - 1956
Database
ISI
SICI code
0040-4039(1995)36:11<1953:AQIOSE>2.0.ZU;2-D
Abstract
The homodienyl-[1,5]-hydrogen shift in vinylaziridines 4a-h has been i nvestigated. It has been found that substituents capable of conjugatio n at the rearrangement origin will reduce the reaction time while subs tituents on the vinyl moiety affect the rate most notably when they ar e capable of interfering sterically with he other ring substituents.