Literature DB >> 16146381

Enantioselective RH-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites.

Lavinia Panella1, Ben L Feringa, Johannes G de Vries, Adriaan J Minnaard.   

Abstract

[reaction: see text] Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.

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Year:  2005        PMID： 16146381     DOI： 10.1021/ol051559c

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


  4 in total

1.  Enantioselective synthesis of indolizidines bearing quaternary substituted stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and terminal alkynes.

Authors:  Ernest E Lee; Tomislav Rovis
Journal:  Org Lett       Date:  2008-02-20       Impact factor: 6.005

2.  Total synthesis of indolizidine alkaloid (-)-209D: overriding substrate bias in the asymmetric rhodium-catalyzed [2+2+2] cycloaddition.

Authors:  Robert T Yu; Ernest E Lee; Guillaume Malik; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  New Approach to 4-Phenyl-β-aminotetralin from 4-(3-Halophenyl)tetralen-2-ol Phenylacetate.

Authors:  Adam S Vincek; Raymond G Booth
Journal:  Tetrahedron Lett       Date:  2009-09-09       Impact factor: 2.415

4.  Tandem Peterson olefination and chemoselective asymmetric hydrogenation of β-hydroxy silanes.

Authors:  Suppachai Krajangsri; Haibo Wu; Jianguo Liu; Wangchuk Rabten; Thishana Singh; Pher G Andersson
Journal:  Chem Sci       Date:  2019-02-04       Impact factor: 9.825
  4 in total

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