Literature DB >> 12098330

Highly selective hydroformylation of the cinchona alkaloids.

Marielle Lambers1, Felix H Beijer, José M Padron, Imre Toth, Johannes G de Vries.   

Abstract

The four naturally occurring cinchona alkaloids were subjected to hydroformylation to create an extra functional group that allows immobilization. Cinchonidine, quinine, and quinidine, could be hydroformylated with virtually complete terminal selectivity, using a rhodium/tetraphosphite catalyst. The cinchonidine aldehyde was reduced to the alcohol and subjected to reductive amination with benzylamine.

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Year:  2002        PMID: 12098330     DOI: 10.1021/jo0255173

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


  2 in total

1.  Investigating the activity of quinine analogues versus chloroquine resistant Plasmodium falciparum.

Authors:  Theresa Dinio; Alexander P Gorka; Andrew McGinniss; Paul D Roepe; Jeremy B Morgan
Journal:  Bioorg Med Chem       Date:  2012-03-29       Impact factor: 3.641

2.  Novel Cinchona alkaloid derived ammonium salts as catalysts for the asymmetric synthesis of beta-hydroxy alpha-amino acids via aldol reactions.

Authors:  Bing Ma; Jared L Parkinson; Steven L Castle
Journal:  Tetrahedron Lett       Date:  2007-03-19       Impact factor: 2.415

  2 in total

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