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Synthesis 2003(8): 1163-1170
DOI: 10.1055/s-2003-39388
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

New Aspects of the Indium Chemistry of Carbonyl-β-lactams

Benito Alcaide*a, Pedro Almendros*b, Cristina Aragoncilloa, Raquel Rodríguez-Acebesa
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense, 28040-Madrid, Spain
Fax: +34(91)3944103; e-Mail: alcaideb@quim.ucm.es;
Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006-Madrid, Spain
Fax: +34(91)5644853; e-Mail: iqoa392@iqog.csic.es;
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Publication History

Received 27 March 2003
Publication Date:
26 May 2003 (online)

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Abstract

Reactions of racemic as well as optically pure carbonyl-β-lactams with stabilized organo-indium reagents were investigated in aqueous media. The regio- and stereochemistry of the processes were generally good, offering a convenient asymmetric entry to densely functionalized hydroxy-β-lactams.

Key words

addition reactions - asymmetric synthesis - lactams - indium - organometallic reagents

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12

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