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Enantiocontrol and regiocontrol in lactam syntheses by intramolecular carbon-hydrogen insertion reactions of diazoacetamides catalyzed by chiral rhodium(II) carboxamides

✍ Scribed by Michael P. Doyle; Marina N. Protopopova; William R. Winchester; Kirsten L. Daniel

Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 243 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)74752-6

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✦ Synopsis

Dirhodium(ll) catalysts possessing chiral pyrrolidone or oxazolidinone ligands provide moderate enantioconfrol (up to 80% ee) in carbon-hydrogen insertion reactions of N-alkyl-N-(tert -butyl)diazoacetamides; substituents at the P-position of the N-alkyl group control regioselectivity for p-and ylactam formation.

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