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 interni: | |
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 |
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