Literature DB >> 24827475

Nickel-catalyzed redox-economical coupling of alcohols and alkynes to form allylic alcohols.

Kenichiro Nakai1, Yuji Yoshida, Takuya Kurahashi, Seijiro Matsubara.   

Abstract

We have developed a redox-economical coupling reaction of alcohols and alkynes to form allylic alcohols under mild conditions. The reaction is redox-neutral as well as redox-economical and thus free from any additives such as a reductant or an oxidant. This atom-economical coupling can be applied for the conversion of both aliphatic and benzylic alcohols to the corresponding substituted allylic alcohols in a single synthetic operation.

Entities:  

Year:  2014        PMID： 24827475     DOI： 10.1021/ja500666h

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  A Metallacycle Fragmentation Strategy for Vinyl Transfer from Enol Carboxylates to Secondary Alcohol C-H Bonds via Osmium- or Ruthenium-Catalyzed Transfer Hydrogenation.

Authors:  Boyoung Y Park; Tom Luong; Hiroki Sato; Michael J Krische
Journal:  J Am Chem Soc       Date:  2015-06-12       Impact factor: 15.419

2.  Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.

Authors:  Aaron M Whittaker; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-25       Impact factor: 15.336

3.  Alkenylation of C(sp3 )-H Bonds by Zincation/Copper-Catalyzed Cross-Coupling with Iodonium Salts.

Authors:  Chuan Liu; Qiu Wang
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-15       Impact factor: 15.336

4.  Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp3)-H bonds.

Authors:  José A Fernández-Salas; Enrico Marelli; Steven P Nolan
Journal:  Chem Sci       Date:  2015-06-22       Impact factor: 9.825

5.  Nickel-catalyzed difunctionalization of allyl moieties using organoboronic acids and halides with divergent regioselectivities.

Authors:  Wanfang Li; Jie Kang Boon; Yu Zhao
Journal:  Chem Sci       Date:  2017-10-26       Impact factor: 9.825

6.  Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes.

Authors:  Zhijun Zhou; Jiachang Chen; Herong Chen; Wangqing Kong
Journal:  Chem Sci       Date:  2020-09-10       Impact factor: 9.825

7.  Ni-catalyzed hydroaminoalkylation of alkynes with amines.

Authors:  Wei-Wei Yao; Ran Li; Hao Chen; Ming-Kai Chen; Yu-Xin Luan; Yi Wang; Zhi-Xiang Yu; Mengchun Ye
Journal:  Nat Commun       Date:  2021-06-21       Impact factor: 14.919

8.  Allylic alcohol synthesis by Ni-catalyzed direct and selective coupling of alkynes and methanol.

Authors:  Herong Chen; Zhijun Zhou; Wangqing Kong
Journal:  Chem Sci       Date:  2021-06-07       Impact factor: 9.825
  8 in total

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