Cyclopropanation versus carbon–hydrogen insertion. The influences of substrate and catalyst on selectivity

✍ Scribed by Michael P Doyle; Iain M Phillips

• Book ID: 104230479
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 72 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00408-7

✦ Synopsis

Reactions of diazoacetates with varying linkages from the diazo-carbon to a vinyl group, catalyzed by chiral copper(I) and rhodium(II) compounds, were examined for selectivity in their intramolecular reactions. Bis-oxazoline-ligated copper(I) has advantages for cyclopropanation that form medium-to-large rings. Dirhodium(II) carboxamidates have advantages for small-ringfused cyclopropane compounds and for carbon-hydrogen insertion.