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Elsevier, Journal of Molecular Catalysis A: Chemical, 1-2(227), p. 17-24

DOI: 10.1016/j.molcata.2004.09.041

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Preparation of enantioselective enriched α-(dialkoxyphosphoryl)lactams via intramolecular CH insertion with chiral dirhodium(II) catalysts

Journal article published in 2005 by Carlos A. M. Afonso, Pedro M. P. Gois, Nuno R. Candeias ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

The intramolecular C-H insertion on alpha-diazoacetamides is an extremely useful procedure for the preparation of a wide variety of heterocyclic compounds. In this work is presented a strategy for the preparation of enantioselective enriched alpha-(dialkoxyphosphoryl)lactams via dirhodium(II) catalyzed C-H insertion on alpha-diazo-alpha-(dialkoxyphosphoryl)acetamides, in which enantiomeric excess up to 40% is reported. Moreover, a systematic study was undertaken on the chiral dirhodium(II) catalyst and the alpha-diazo-alpha-(dialkoxyphosphoryl)acetamides influence on enantioselectivity. (C) 2004 Elsevier B.V. All rights reserved.