Ti-Mediated Chemoselective Conversion of Cyanoesters and Cyanoamides into β-Aminoesters and 1-Aza-spirolactams Bearing a Cyclopropane Ring

Abstract α-Cyanoesters or tertiary α-cyanoamides react with Grignard reagents and Ti(I-PrO) 4 to afford respectively β-amino esters or amides, bearing a cyclopropane ring. Starting from β- or γ-cyanoesters, spirocyclopropanelactams are formed via an in situ cyclopropanation-lactamization sequence....

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Veröffentlicht in:Synlett 2003, Vol.2003 (2), p.265-267
Hauptverfasser: Bertus, Philippe, Szymoniak, Jan
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract α-Cyanoesters or tertiary α-cyanoamides react with Grignard reagents and Ti(I-PrO) 4 to afford respectively β-amino esters or amides, bearing a cyclopropane ring. Starting from β- or γ-cyanoesters, spirocyclopropanelactams are formed via an in situ cyclopropanation-lactamization sequence.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-36785