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Reactions of 2-bromopropanamides with conjugated bases of representative β-dicarbonyl compounds. Synthesis of 2,5-dioxopyrrolidines and oxazolidine-4-ones

✍ Scribed by Paolo Marchetti

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 182 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)00853-0

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✦ Synopsis

Reactions of 2-bromopropanamides with potassium enolates of representative b-dicarbonyl compounds provide, in high yields, open and heterocyclic compounds through a C C or C O alkylation reaction. Whereas C-alkylation products form in all conditions tested under relevant diastereoselectivity, O-alkylation takes place only in the presence of silver promoters, and shows partial diastereoselectivity.

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