(Z)-Dimethyl α-(bromomethyl)fumarate, an efficient intermediate for the selective synthesis of dimethyl 3-alkyl itaconates and 2-alkyl 3-carbomethoxy-γ-lactams

✍ Scribed by I. Beltaïef; R. Besbes; F. Ben Amor; H. Amri; M. Villiéras; J. Villiéras

• Book ID: 104209291
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 506 KB
• Volume: 55
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(99)00118-0

✦ Synopsis

Z)-Dimethyl a-(bromomethyl)fumarate 2 proved to be an efficient precursor of 3-substituted itaconic acid esters 3 via its reaction with magnesium dial~,lcuprates. Some hindered esters 3 can be used for the diastereoselective synthesis of a-alkylated-fl-methoxycarbonyl-7-1actams 6.