Synthesis of Alicyclic β-lactams via the Ugi Reaction on a Solid Support

S.      Gedey; J.   Van der   Eycken; F.      Fulop

doi:10.2174/1570178043401153

Abstract

Via the Ugi 4-centre 3-component reaction (U-4C-3CR), bicyclic cis-2-azetidinone derivatives were synthetised from cyclic β-amino acids on Super Acid Sensitive Resin (Sasrin). 2-, 3- or 4-Formylbenzoic acid was immobilised on the resin through its carboxy function. The U-4C-3CR was also carried out in solution, making use of scavenger resins for purification.

Keywords: ugi reaction, amino acids, solid support, sasrin resin, solid-phase scavengers

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Letters in Organic Chemistry

Title: Synthesis of Alicyclic β-lactams via the Ugi Reaction on a Solid Support

Volume: 1 Issue: 3

Author(s): S. Gedey, J. Van der Eycken and F. Fulop

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Keywords: ugi reaction, amino acids, solid support, sasrin resin, solid-phase scavengers

Abstract: Via the Ugi 4-centre 3-component reaction (U-4C-3CR), bicyclic cis-2-azetidinone derivatives were synthetised from cyclic β-amino acids on Super Acid Sensitive Resin (Sasrin). 2-, 3- or 4-Formylbenzoic acid was immobilised on the resin through its carboxy function. The U-4C-3CR was also carried out in solution, making use of scavenger resins for purification.

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Gedey S., Eycken Van der J. and Fulop F., Synthesis of Alicyclic β-lactams via the Ugi Reaction on a Solid Support, Letters in Organic Chemistry 2004; 1 (3) . https://dx.doi.org/10.2174/1570178043401153