The product distribution obtained in electrophilic reactions of Br 2, N-bromosuccinimmide (NBS), tetrabutylammonium tribromide, tetrabutylammonium bromochloride, NBS-Et3N.3HF, IC1- NaN 3 and MCPBA-KF with tri-O-benzyI-D-glucal in aprotic and protic solvents have been determined by NMR. The results have been rationalized on the basis of the stereoelectronic ct-anomeric effect able to stabilize the transition state related to the electrophilic or nucleophilic step.
|Autori:||BELLUCCI G; CHIAPPE C; D'ANDREA F; LO MORO G.|
|Titolo:||Stereoelettronic control in two-step additions to tri-O-benzyl-D-glucal initiated by electrophylic halogens|
|Anno del prodotto:||1997|
|Digital Object Identifier (DOI):||10.1016/S0040-4020(97)00064-1|
|Appare nelle tipologie:||1.1 Articolo in rivista|