Literature DB >> 12201734

Directed reduction of beta-amino ketones to syn or anti 1,3-amino alcohol derivatives.

Gary E Keck1, Anh P Truong.   

Abstract

[reaction: see text] The reduction of beta-amino ketones with samarium(II) iodide has been investigated. Either the syn or anti 1,3-amino alcohols can be obtained as the major product due to a divergence in selectivity with different N-protecting groups.

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Year:  2002        PMID: 12201734      PMCID: PMC1480404          DOI: 10.1021/ol026456y

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


  3 in total

1.  The first directed reduction of beta-alkoxy ketones to anti-1,3-diol monoethers: identification of spectator and director alkoxy groups.

Authors:  G E Keck; C A Wager
Journal:  Org Lett       Date:  2000-07-27       Impact factor: 6.005

2.  Asymmetric Mannich-Type Reactions of Aldimines with a Chiral Acetate.

Authors: 
Journal:  Org Lett       Date:  2000-06-29       Impact factor: 6.005

3.  Catalytic Asymmetric Synthesis of Antimalarial Alkaloids Febrifugine and Isofebrifugine and Their Biological Activity.

Authors:  Shū Kobayashi; Masaharu Ueno; Ritsu Suzuki; Haruro Ishitani; Hye-Sook Kim; Yusuke Wataya
Journal:  J Org Chem       Date:  1999-09-03       Impact factor: 4.354

  3 in total
  4 in total

1.  Stereoselective synthesis of the C(1)-C(13) segment of dolabelide B.

Authors:  Gary E Keck; Mark D McLaws
Journal:  Tetrahedron Lett       Date:  2005-07-18       Impact factor: 2.415

2.  Synthesis of anti-1,3 Amino Alcohol Motifs via Pd(II)/SOX Catalysis with the Capacity for Stereodivergence.

Authors:  Rulin Ma; Jonathon Young; Rossella Promontorio; Friederike M Dannheim; Christopher C Pattillo; M Christina White
Journal:  J Am Chem Soc       Date:  2019-06-05       Impact factor: 15.419

3.  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

4.  Synthesis of cis- and trans-3-aminocyclohexanols by reduction of β-enaminoketones.

Authors:  Iris Montoya Balbás; Blanca Eda Domínguez Mendoza; Mario Fernández-Zertuche; Mario Ordoñez; Irma Linzaga-Elizalde
Journal:  Molecules       Date:  2011-12-27       Impact factor: 4.411

  4 in total

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