RING STRAIN EFFECTS IN ENYNE-ALLENE THERMOLYSIS - SWITCH FROM THE MYERS-SAITO REACTION TO THE C-2-C-6 BIRADICAL CYCLIZATION

Authors
SCHMITTEL M STEFFEN JP AUER D MAYWALD M
Citation
M. Schmittel et al., RING STRAIN EFFECTS IN ENYNE-ALLENE THERMOLYSIS - SWITCH FROM THE MYERS-SAITO REACTION TO THE C-2-C-6 BIRADICAL CYCLIZATION, Tetrahedron letters, 38(35), 1997, pp. 6177-6180
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
35
Year of publication
1997
Pages
6177 - 6180
Database
ISI
SICI code
0040-4039(1997)38:35<6177:RSEIET>2.0.ZU;2-G
Abstract
The mode of the thermal cyclization of enyne-allenes 1 depends on ring strain effects: when the ene functionality is part of a benzene, cycl ohexene or cycloheptene ring the novel C-2-C-6 biradical cyclization i s observed, while when it is part of a cyclopentene ring the Myers-Sai to cycloaromatization is registered. (C) 1997 Elsevier Science Ltd.