The formation and alkylation of α-ketoamide dianions

✍ Scribed by Emil R Koft; Michael D Williams

• Publisher: Elsevier Science
• Year: 1986
• Tongue: French
• Weight: 171 KB
• Volume: 27
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)84493-7

✦ Synopsis

Alpha ketoamides may be deprotonated twice with stronq base. The dianions so formed react with alkyl halides to yield cl-amid0 tertiary alcohols.

The extended enolates of crotonic acid derivatives 'anb have become valuable reactive intermediates in the preparation of R,y-unsaturated carbonyl compounds via a-alkylation with electrophiles.

During the course of our investiqation of the kinetic aldol reactions of a-::