Highly diastereoselective alkylation reactions of vinylogous urethanes derived from simple tetronic acids

✍ Scribed by Richard H. Schlessinger; Edwin J. Iwanowicz; James P. Springer

• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 204 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)80332-9

✦ Synopsis

The lithium enolates generated from the tetronic acid derived vinylogous urethanes 3 and 4 have been found to undergo alkylation reactions with a variety of electrophiles to give products with predictable stereochemistry accompanied by very high diastereoselectivity.