A solvent-free, catalytic, one-pot synthesis of -lactams is described. The reaction involves the reaction between silyl ketene thioacetals derived from 2-pyridyl thioesters and imines at room temperature in the presence of catalytic amounts of Sc(OTf)3 and in the absence of solvent. Extension of this procedure to the synthesis of an enantiomerically pure azetidinone, a precursor of industrially relevant bioactive -lactams, is also reported.

Solvent-free, one-pot synthesis of beta-lactams by the Sc(OTf)(3)-catalyzed reaction of silyl ketene thiocetals with imines / M. Benaglia, F. Cozzi, A. Puglisi. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - :17(2007), pp. 2865-2869. [10.1002/ejoc.200601127]

Solvent-free, one-pot synthesis of beta-lactams by the Sc(OTf)(3)-catalyzed reaction of silyl ketene thiocetals with imines

M. Benaglia
Primo
;
F. Cozzi
Secondo
;
A. Puglisi
2007

Abstract

A solvent-free, catalytic, one-pot synthesis of -lactams is described. The reaction involves the reaction between silyl ketene thioacetals derived from 2-pyridyl thioesters and imines at room temperature in the presence of catalytic amounts of Sc(OTf)3 and in the absence of solvent. Extension of this procedure to the synthesis of an enantiomerically pure azetidinone, a precursor of industrially relevant bioactive -lactams, is also reported.
synthetic methods; Lactams; scandium triflate; solvent-free conditions; catalysis
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/42448
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