77085-45-1Relevant academic research and scientific papers
ACTION DU N-BROMOSUCCINIMIDE SUR LES DIOXOLANNES, INTERMEDIAIRES REACTIONNELS
Bazbouz, Akram,Christol, Henri,Coste, Jacques,Pietrasanta, Francine,Plenat, Francoise
, p. 2757 - 2763 (2007/10/02)
1,3-Dioxolan-2-ylium ion intermediates formed by reaction of bromine or NBS on 4-syn-aryl-3,5-dioxa-tricyclo2,6>decanes have been isolated. 2-Succinimido-1,3-dioxolanes have been prepared for the first time.
ACTION DU N-BROMOSUCCINIMIDE SUR LES DIOXOLANNES EN SERIE BICYCLOHEPTANIQUE. LIMITATION DES TRANSPOSITIONS DE WAGNER-MEERWEIN
Bazbouz, Akram,Christol, Henri,Coste, Jacques,Plenat, Francoise
, p. 2745 - 2755 (2007/10/02)
Vicinal benzoyloxy-trans-bicycloheptanic bromhydrins, otherwise difficult to obtain are formed from N-bromosuccinimide and norbornanes bearing a 2-aryl-1,3 dioxolane skeleton.The greater stability of the intermediate dioxolenium ion reduces the tendency towards both Wagner-Meerwein rearrangement and neighbouring group participation by chlorine, processes usually observed when a less stable intermediate is involved.Nevertheless, methoxycarbonyl neighbouring group participation and Wagner-Meerwein rearrangement occur in methoxycarbonylbicycloheptane and in a bornanic compound respectively.
