Literature DB >> 12376002

Synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines.

Claude Agami1, Luc Dechoux, Cécilia Ménard, Séverine Hebbe.   

Abstract

The synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines 4 is described. The key step of the synthesis involves the stereoselective reduction of chiral nonracemic lactams 2 by using BH3.Me2S. A rationalization of the stereoselectivity is presented.

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Year:  2002        PMID: 12376002     DOI: 10.1021/jo025955+

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Diastereoselective synthesis of new zwitterionic bicyclic lactams, scaffolds for construction of 2-substituted-4-hydroxy piperidine and its pipecolic acid derivatives.

Authors:  Enrique Reyes-Bravo; Dino Gnecco; Jorge R Juárez; María L Orea; Sylvain Bernès; David M Aparicio; Joel L Terán
Journal:  RSC Adv       Date:  2022-02-02       Impact factor: 3.361

  1 in total

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