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.
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.
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