Literature DB >> 29696246

Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(C6F5)3-catalyzed reduction with (HMe2SiCH2)2.

Wenyu Yang1, Lu Gao, Ji Lu, Zhenlei Song.   

Abstract

B(C6F5)3-catalyzed deoxygenation of ether-substituted alcohols and carbonyl compounds has been developed using (HMe2SiCH2)2 as the reductant. This unique reagent shows distinct superiority over traditional one silicon-centered hydrosilanes, giving the corresponding alkanes in high yields with good tolerance of ethers, aryl halides and alkenes. The control experiments suggest that (HMe2SiCH2)2 might facilitate the approach in an intramolecular Si/O activation manner.

Entities:  

Year:  2018        PMID: 29696246     DOI: 10.1039/c8cc01163j

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


  4 in total

Review 1.  Tris(pentafluorophenyl)borane-Catalyzed Reactions Using Silanes.

Authors:  Taylor Hackel; Nicholas A McGrath
Journal:  Molecules       Date:  2019-01-25       Impact factor: 4.411

2.  Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters.

Authors:  Zubao Gan; Deyun Cui; Hongyun Zhang; Ying Feng; Liying Huang; Yingying Gui; Lu Gao; Zhenlei Song
Journal:  Molecules       Date:  2022-07-24       Impact factor: 4.927

Review 3.  Defunctionalisation catalysed by boron Lewis acids.

Authors:  Huaquan Fang; Martin Oestreich
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

4.  B(C6F5)3-Catalyzed C-C Coupling of 1,4-Naphthoquinones with the C-3 Position of Indole Derivatives in Water.

Authors:  Yu Dong; Hua Zhang; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  ACS Omega       Date:  2019-12-03
  4 in total

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