The first alkylative and enantioselective ring-opening of COT-monoepoxide (1) without the occurrence of any ring-contraction−isomerization by the use of in situ-formed organocuprates is reported. Because of the particular geometric constraint of compound 1, this work reports the largest deviation from coplanarity between the π-orbital of the double bond and the σ-bond connecting the leaving group ever observed for an SN2‘-cuprate alkylation.
Autori interni: | |
Autori: | F. DEL MORO; P. CROTTI; V. DI BUSSOLO; F. MACCHIA; PINESCHI M |
Titolo: | Catalytic Enantioselective Desymmetrization of COT-Monoepoxide. Maximum Deviation from Coplanarity for an SN2’-Cuprate Alkylation, |
Anno del prodotto: | 2003 |
Digital Object Identifier (DOI): | 10.1021/ol034554t |
Appare nelle tipologie: | 1.1 Articolo in rivista |
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