PERICYCLIC REACTION OF CYCLOHEXA-2,4-DIENONES WITH CYCLOHEXA-1,3-DIENE AND CYCLOHEPTATRIENE - THE ROLE OF CYCLOHEXADIENONES AS PI(4) AND PI(2) COMPONENT, COPE REARRANGEMENT AND PHOTOREACTION OF THE ADDUCTS

Authors
SINGH V SHARMA U PRASANNA V PORINCHU M
Citation
V. Singh et al., PERICYCLIC REACTION OF CYCLOHEXA-2,4-DIENONES WITH CYCLOHEXA-1,3-DIENE AND CYCLOHEPTATRIENE - THE ROLE OF CYCLOHEXADIENONES AS PI(4) AND PI(2) COMPONENT, COPE REARRANGEMENT AND PHOTOREACTION OF THE ADDUCTS, Tetrahedron, 51(21), 1995, pp. 6015-6032
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
21
Year of publication
1995
Pages
6015 - 6032
Database
ISI
SICI code
0040-4020(1995)51:21<6015:PROCWC>2.0.ZU;2-4
Abstract
Pericyclic reaction of cyclohexa-2,4-dienones 8a-c with cycohexa-1,3-d iene 2b and cycloheptatriene 5 has been reported. cyclohexadienones re act with 2b and 5 to give cycloadducts 9a-c,10a-c and 13a-c,15b,c resp ectively. Cope rearrangement of the adducts 10a-c and 15b,c to 9a-c an d 13b,c, respectively has been described. It has been shown that cyclo hexa 2-4-dienones behave as 4 pi component (diene) and they react in a primary inverse demand fashion via pi(4s) (dienone) + pi(2s) (diene/t riene) mode.