Literature DB >> 24307546

Copper-catalyzed reduction of alkyl triflates and iodides: an efficient method for the deoxygenation of primary and secondary alcohols.

Hester Dang1, Nick Cox, Gojko Lalic.   

Abstract

We describe an effective method for catalytic reduction of 1° alkyl sulfonates, and 1° and 2° iodides in the presence of a wide range of functional groups. This Cu-catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1° alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; copper; deoxygenation; reduction; silanes

Mesh:

Substances:

Year:  2013        PMID: 24307546     DOI: 10.1002/anie.201307697

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes.

Authors:  Avijit Hazra; Jason Chen; Gojko Lalic
Journal:  J Am Chem Soc       Date:  2019-08-02       Impact factor: 15.419

2.  Autocatalytic photoredox Chan-Lam coupling of free diaryl sulfoximines with arylboronic acids.

Authors:  Cong Wang; Hui Zhang; Lucille A Wells; Tian Liu; Tingting Meng; Qingchao Liu; Patrick J Walsh; Marisa C Kozlowski; Tiezheng Jia
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

3.  Halogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents.

Authors:  Nadia Hirbawi; Patricia C Lin; Elizabeth R Jarvo
Journal:  J Org Chem       Date:  2022-09-01       Impact factor: 4.198

4.  Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.

Authors:  Yi-Ming Wang; Nicholas C Bruno; Ángel L Placeres; Shaolin Zhu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-08-12       Impact factor: 15.419

5.  Chemoselective Homologation-Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (n+1)-Halomethyl-Alkanes.

Authors:  Margherita Miele; Andrea Citarella; Thierry Langer; Ernst Urban; Martin Zehl; Wolfgang Holzer; Laura Ielo; Vittorio Pace
Journal:  Org Lett       Date:  2020-09-10       Impact factor: 6.005

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.