Literature DB >> 16235926

Detection and elimination of product inhibition from the asymmetric catalytic hydrogenation of enamines.

Karl B Hansen1, Thorsten Rosner, Michele Kubryk, Peter G Dormer, Joseph D Armstrong.   

Abstract

[reaction: see text] The catalytic asymmetric hydrogenation of enamine amides and esters with catalyst Rh-1a, prepared from ferrocenyl based ligand 1a or 1b and [(COD)RhCl](2), has been shown through kinetic studies to suffer from product inhibition. Enamine ester substrates have also been shown to be incompatible with the amine products of the reaction in methanol. In situ protection of the amine products with di-tert-butyl dicarbonate eliminates functional group incompatibility of ester substrates and eliminates product inhibition in the reaction.

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Year:  2005        PMID: 16235926     DOI: 10.1021/ol051862d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Catalytic asymmetric hydrogenation of 3-substituted benzisoxazoles.

Authors:  Ryuhei Ikeda; Ryoichi Kuwano
Journal:  Molecules       Date:  2012-06-06       Impact factor: 4.411

2.  Hyperpolarization of amino acid derivatives in water for biological applications.

Authors:  S Glöggler; S Wagner; L-S Bouchard
Journal:  Chem Sci       Date:  2015-05-26       Impact factor: 9.825

3.  Synthesis and Characterization of New Boron Compounds Using Reaction of Diazonium Tetraphenylborate with Enaminoamides.

Authors:  Markéta Svobodová; Jan Svoboda; Bing-Han Li; Valerio Bertolasi; Luboš Socha; Miloš Sedlák; Lukáš Marek
Journal:  Molecules       Date:  2022-01-07       Impact factor: 4.411

  3 in total

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