Enantioselective Synthesis of 2,3-Disubstituted Piperidines

Michael Calosso; Mathieu Wagner; Thomas Gendrineau; Morgane Petit; Catherine Kadouri-Puchot; Luc Dechoux

doi:10.2174/157017807780037487

ISSN: 1570-1786
E-ISSN: 1875-6255

Enantioselective Synthesis of 2,3-Disubstituted Piperidines
Authors: Michael Calosso¹, Mathieu Wagner², Thomas Gendrineau³, Morgane Petit⁴, Catherine Kadouri-Puchot⁵ and Luc Dechoux⁶
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¹ Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France. ² Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France. ³ Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France. ⁴ Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France. ⁵ Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France. ⁶ Universite Pierre et Marie Curie-Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moleculaire (FR 2769), case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France.
Source: Letters in Organic Chemistry, Volume 4, Issue 1, Jan 2007, p. 4 - 6
DOI: https://doi.org/10.2174/157017807780037487
- Available online: 01 Jan 2007

Abstract

Chiral derivative 3 has been recognized as a precursor of enantiopure 2,3-disubstituted piperidines. A study concerning the chemoselective reduction, using BH3.Me2S, of highly functionalised compounds 6 and N-BOC aminoacid 12 is reported.

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2007-01-01

2025-11-04

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Article Type: Research Article

Keyword(s): Asymmetric synthesis; aza-annelation; phenylglycinol; pipecolic acids; piperidines

Enantioselective Synthesis of 2,3-Disubstituted Piperidines

Abstract

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