Literature DB >> 26273707

Enantio- and diastereoselective synthesis of γ-amino alcohols.

Jorge M M Verkade1, Peter J L M Quaedflieg, Gerard K M Verzijl, Laurent Lefort, Floris L van Delft, Johannes G de Vries, Floris P J T Rutjes.   

Abstract

The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-products were obtained through Ir-catalyzed asymmetric transfer hydrogenation, the syn-products via Rh-catalyzed asymmetric hydrogenation.

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Year:  2015        PMID: 26273707     DOI: 10.1039/c5cc04445f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Development of chiral fluorinated alkyl derivatives of emixustat as drug candidates for the treatment of retinal degenerative diseases.

Authors:  Eliav Blum; Jianye Zhang; Edward Korshin; Krzysztof Palczewski; Arie Gruzman
Journal:  Bioorg Med Chem Lett       Date:  2020-07-18       Impact factor: 2.823

2.  Asymmetric Synthesis of γ-Amino Alcohols by Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Stephen L Buchwald
Journal:  Org Lett       Date:  2019-10-18       Impact factor: 6.005

3.  Oxa-Michael Addition to α,β-Unsaturated Nitriles: An Expedient Route to γ-Amino Alcohols and Derivatives.

Authors:  Beibei Guo; Douwe S Zijlstra; Johannes G de Vries; Edwin Otten
Journal:  ChemCatChem       Date:  2018-05-08       Impact factor: 5.686

  3 in total

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