Literature DB >> 25164364

Synthesis of 1,2-amino alcohols via catalytic C-H amidation of sp(3) methyl C-H bonds.

Taek Kang1, Heejeong Kim, Jeung Gon Kim, Sukbok Chang.   

Abstract

Herein a new synthetic route to 1,2-amino alcohols is presented by using C-H amidation of sp(3) methyl C-H bonds as a key step. Readily available alcohols were employed as starting materials after converting them to removable ketoxime chelating groups. Iridium catalysts were found to be effective for the C-H amidation, and LAH reduction was then used to furnish β-amino alcohol products.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 25164364     DOI: 10.1039/c4cc05655h

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


  8 in total

Review 1.  Complementary Strategies for Directed C(sp3 )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Authors:  John C K Chu; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-05       Impact factor: 15.336

Review 2.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

3.  Iridium-catalysed direct sulfamidation of quinazolinones.

Authors:  Yadong Feng; Yudong Li; Yunliang Yu; Lianhui Wang; Xiuling Cui
Journal:  RSC Adv       Date:  2018-02-23       Impact factor: 4.036

4.  Synthesis of Chiral Tertiary Boronic Esters by Oxime-Directed Catalytic Asymmetric Hydroboration.

Authors:  Veronika M Shoba; Nathan C Thacker; Andrew J Bochat; James M Takacs
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-10       Impact factor: 15.336

Review 5.  sp3 C-H activation via exo-type directing groups.

Authors:  Yan Xu; Guangbin Dong
Journal:  Chem Sci       Date:  2018-01-17       Impact factor: 9.825

6.  Regioselective synthesis of heterocyclic N-sulfonyl amidines from heteroaromatic thioamides and sulfonyl azides.

Authors:  Vladimir Ilkin; Vera Berseneva; Tetyana Beryozkina; Tatiana Glukhareva; Lidia Dianova; Wim Dehaen; Eugenia Seliverstova; Vasiliy Bakulev
Journal:  Beilstein J Org Chem       Date:  2020-12-01       Impact factor: 2.883

7.  Selective Synthesis of Azoloyl NH-1,2,3-Triazoles and Azolyl Diazoketones: Experimental and Computational Insights.

Authors:  Yuri M Shafran; Aqeel A Hussein; Nikolai A Beliaev; Vadim A Shevyrin; Sergey Shityakov; Tetyana V Beryozkina; Vasiliy A Bakulev
Journal:  ACS Omega       Date:  2022-02-02

8.  Diastereoconvergent synthesis of anti-1,2-amino alcohols with N-containing quaternary stereocenters via selenium-catalyzed intermolecular C-H amination.

Authors:  Tianyi Zheng; Janna L Berman; Forrest E Michael
Journal:  Chem Sci       Date:  2022-08-03       Impact factor: 9.969

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.