Literature DB >> 17168609

Alkyl, unsaturated, (hetero)aryl, and N-protected alpha-amino ketones by acylation of organometallic reagents.

Alan R Katritzky1, Khanh N B Le, Levan Khelashvili, Prabhu P Mohapatra.   

Abstract

Stable and easily accessible N-acylbenzotriazoles, derived from a variety of aliphatic, unsaturated, (hetero)aromatic, and N-protected alpha-amino carboxylic acids, were reacted with Grignard and heteroaryllithium reagents to afford corresponding ketones in good to excellent yields.

Entities:  

Year:  2006        PMID: 17168609     DOI: 10.1021/jo0614801

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


  5 in total

1.  Chemoselective synthesis of ketones and ketimines by addition of organometallic reagents to secondary amides.

Authors:  William S Bechara; Guillaume Pelletier; André B Charette
Journal:  Nat Chem       Date:  2012-02-21       Impact factor: 24.427

2.  A copper-catalyzed, pH-neutral construction of high-enantiopurity peptidyl ketones from peptidic s-acylthiosalicylamides in air at room temperature.

Authors:  Lanny S Liebeskind; Hao Yang; Hao Li
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  Synthesis of high enantiopurity N-protected alpha-amino ketones by thiol ester-organostannane cross-coupling using pH-neutral conditions.

Authors:  Hao Li; Hao Yang; Lanny S Liebeskind
Journal:  Org Lett       Date:  2008-08-30       Impact factor: 6.005

4.  Synthesis of Chiral TFA-Protected α-Amino Aryl-Ketone Derivatives with Friedel-Crafts Acylation of α-Amino Acid N-Hydroxysuccinimide Ester.

Authors:  Zetryana Puteri Tachrim; Kazuhiro Oida; Haruka Ikemoto; Fumina Ohashi; Natsumi Kurokawa; Kento Hayashi; Mami Shikanai; Yasuko Sakihama; Yasuyuki Hashidoko; Makoto Hashimoto
Journal:  Molecules       Date:  2017-10-17       Impact factor: 4.411

5.  A redox-neutral synthesis of ketones by coupling of alkenes and amides.

Authors:  Jing Li; Rik Oost; Boris Maryasin; Leticia González; Nuno Maulide
Journal:  Nat Commun       Date:  2019-05-24       Impact factor: 14.919

  5 in total

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