CYCLOAROMATIZATION OF ENEDIYNE MODEL COMPOUNDS VIA A REACTION CASCADETRIGGERED BY HYDROLYSIS OF THE ALPHA-ALKYNYLMALONATES

Authors
SHIBUYA M WAKAYAMA M NAOE Y KAWAKAMI T ISHIGAKI K NEMOTO H SHIMIZU H NAGAO Y
Citation
M. Shibuya et al., CYCLOAROMATIZATION OF ENEDIYNE MODEL COMPOUNDS VIA A REACTION CASCADETRIGGERED BY HYDROLYSIS OF THE ALPHA-ALKYNYLMALONATES, Tetrahedron letters, 37(6), 1996, pp. 865-868
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
6
Year of publication
1996
Pages
865 - 868
Database
ISI
SICI code
0040-4039(1996)37:6<865:COEMCV>2.0.ZU;2-O
Abstract
Diethyl alpha-methoxy-alpha-alkynylmalotate derivatives of cis-enediyn es were synthesized and they produced toluenebiradicals via the reacti on cascade triggered by ester hydrolysis. Deuterium labeling studies s uggested that the reaction involved the self quenching process by fair ly fast disproportionation of toluene biradicals producing zwitterioni c species.