A Novel and Expeditious Approach to Symmetrical and Unsymmetrical 5,5-Spiroimide Building Blocks

Aadm      Daich; Iyad      Allous; Sebastien      Comesse

doi:10.2174/157017808783743902

Abstract

Symmetrical and unsymmetrical spiro-bis-imides and corresponding 3-methoxycarbonyl succinimides were prepared in very good yields starting from dimethyl malonate and suitable α-bromoacetamides in a one-pot procedure or two-steps sequence, respectively. The mechanistic aspects of these transformations were also discussed.

Keywords: Diazaspiro[4.4]nonane, peptide coupling, spirocyclisation, carbanion, cascade, tandem

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Letters in Organic Chemistry

Title: A Novel and Expeditious Approach to Symmetrical and Unsymmetrical 5,5-Spiroimide Building Blocks

Volume: 5 Issue: 2

Author(s): Aadm Daich, Iyad Allous and Sebastien Comesse

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Keywords: Diazaspiro[4.4]nonane, peptide coupling, spirocyclisation, carbanion, cascade, tandem

Abstract: Symmetrical and unsymmetrical spiro-bis-imides and corresponding 3-methoxycarbonyl succinimides were prepared in very good yields starting from dimethyl malonate and suitable α-bromoacetamides in a one-pot procedure or two-steps sequence, respectively. The mechanistic aspects of these transformations were also discussed.

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Daich Aadm, Allous Iyad and Comesse Sebastien, A Novel and Expeditious Approach to Symmetrical and Unsymmetrical 5,5-Spiroimide Building Blocks, Letters in Organic Chemistry 2008; 5 (2) . https://dx.doi.org/10.2174/157017808783743902