Literature DB >> 16050725

Lithium chloride: an active and simple catalyst for cyanosilylation of aldehydes and ketones.

Nobuhito Kurono1, Masayo Yamaguchi, Ken Suzuki, Takeshi Ohkuma.   

Abstract

LiCl acts as a highly effective catalyst for cyanosilylation of various aldehydes and ketones to the corresponding silylated cyanohydrins. The reaction proceeds smoothly with a substrate/catalyst molar ratio of 100-100,000 at 20-25 degrees C under solvent-free conditions. alpha,beta-Unsaturated aldehydes are completely converted to the 1,2-adducts. The cyanation products can be isolated by direct distillation of the reaction mixture.

Entities:  

Year:  2005        PMID: 16050725     DOI: 10.1021/jo050791t

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


  7 in total

1.  Stereocontrolled cyanohydrin ether synthesis through chiral Brønsted acid-mediated vinyl ether hydrocyanation.

Authors:  Chunliang Lu; Xiaoge Su; Paul E Floreancig
Journal:  J Org Chem       Date:  2013-09-04       Impact factor: 4.354

2.  Effect of carbonates/phosphates as nucleophilic catalysts in dimethylformamide for efficient cyanosilylation of aldehydes and ketones.

Authors:  G K Surya Prakash; Habiba Vaghoo; Chiradeep Panja; Vijayalakshmi Surampudi; Roman Kultyshev; Thomas Mathew; George A Olah
Journal:  Proc Natl Acad Sci U S A       Date:  2007-02-22       Impact factor: 11.205

3.  Trapping the Complex Molecular Machinery of Polyketide and Fatty Acid Synthases with Tunable Silylcyanohydrin Crosslinkers.

Authors:  Sho Konno; James J La Clair; Michael D Burkart
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-27       Impact factor: 15.336

4.  Regio- and stereospecific rhodium-catalyzed allylic alkylation with an acyl anion equivalent: an approach to acyclic α-ternary β,γ-unsaturated aryl ketones.

Authors:  Ben W H Turnbull; Jungha Chae; Samuel Oliver; P Andrew Evans
Journal:  Chem Sci       Date:  2017-03-31       Impact factor: 9.825

5.  1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide.

Authors:  Bakhtar Ullah; Jingwen Chen; Zhiguo Zhang; Huabin Xing; Qiwei Yang; Zongbi Bao; Qilong Ren
Journal:  Sci Rep       Date:  2017-02-15       Impact factor: 4.379

6.  Versatile Coordination Modes of Multidentate Neutral Amine Ligands with Group 1 Metal Cations.

Authors:  Nathan Davison; Ke Zhou; Paul G Waddell; Corinne Wills; Casey Dixon; Shu-Xian Hu; Erli Lu
Journal:  Inorg Chem       Date:  2022-02-11       Impact factor: 5.436

7.  Quinolines from the cyclocondensation of isatoic anhydride with ethyl acetoacetate: preparation of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate and derivatives.

Authors:  Nicholas G Jentsch; Jared D Hume; Emily B Crull; Samer M Beauti; Amy H Pham; Julie A Pigza; Jacques J Kessl; Matthew G Donahue
Journal:  Beilstein J Org Chem       Date:  2018-09-28       Impact factor: 2.544

  7 in total

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