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Quinoline beta-lactams by Rh(II)-catalyzed highly steroselective intramolecular carbene insertion into a carbon-hydrogen bond

Muroni, Daniele and Saba, Antonio (2005) Quinoline beta-lactams by Rh(II)-catalyzed highly steroselective intramolecular carbene insertion into a carbon-hydrogen bond. ARKIVOC, Vol. 13 , p. 1-7. ISSN 1424-6376. Article.

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Abstract

A convenient synthesis of tricyclic β-lactams by chemo- and diastereoselective intramolecular CH insertion of metal carbenes generated by dirhodium(II) tetraacetate catalyzed decomposition of α-diazoamides 1a-c is reported. In the case of reagent 1b, in the presence of the (+)-menthyl chiral auxiliary, the β-lactam is obtained with 76% e.e.

Item Type:Article
ID Code:1021
Status:Published
Refereed:Yes
Uncontrolled Keywords:Metal-carbene, diazoamide, C-H insertion, intramolecular cyclization, β-lactam, chemoselectivity, stereoselectivity
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:ARKAT USA
ISSN:1424-6376
Publisher Policy:Depositato per gentile concessione dell'Editore
Additional Information:Pubblicato online il 26 febbraio 2005.
Deposited On:18 Aug 2009 10:04

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