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Literature DB >> 22904604

Gold-Catalyzed Regioselective Dimerization of Aliphatic Terminal Alkynes.

Sheng Sun¹, Julien Kroll, Yingdong Luo, Liming Zhang.

Abstract

A gold-catalyzed regioselective homodimerization of aliphatic terminal alkynes is described. Bulky and less Lewis acidic tBuXPhosAuNTf(2) is the preferred catalyst, and the additive, anhydrous NaOAc, substantially facilitates the reaction.

Entities: Chemical Gene

Year: 2012 PMID： 22904604 PMCID： PMC3419542 DOI： 10.1055/s-0031-1289567

Source DB: PubMed Journal: Synlett ISSN： 0936-5214 Impact factor: 2.454

17 in total

1. Gold-catalyzed organic reactions.

Authors: A Stephen K Hashmi
Journal: Chem Rev Date: 2007-06-20 Impact factor: 60.622

Review 2. Gold-catalyzed organic transformations.

Authors: Zigang Li; Chad Brouwer; Chuan He
Journal: Chem Rev Date: 2008-07-10 Impact factor: 60.622

3. Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems.

Authors: Mehdi Ez-Zoubir; Florent Le Boucher d'Herouville; Jack A Brown; Virginie Ratovelomanana-Vidal; Véronique Michelet
Journal: Chem Commun (Camb) Date: 2010-08-02 Impact factor: 6.222

4. Chemo- and Regioselective Dimerization of Terminal Alkynes Promoted by Methylaluminoxane.

Authors:
Journal: Org Lett Date: 2000-03-23 Impact factor: 6.005

5. Dimerization of terminal alkynes catalyzed by a nickel complex having a bulky phosphine ligand.

Authors: Sensuke Ogoshi; Mizu Ueta; Masa-aki Oka; Hideo Kurosawa
Journal: Chem Commun (Camb) Date: 2004-10-08 Impact factor: 6.222

6. A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.

Authors: Longwu Ye; Weimin He; Liming Zhang
Journal: Angew Chem Int Ed Engl Date: 2011-03-04 Impact factor: 15.336

7. Carbocyclisation of alkynes with external nucleophiles catalysed by gold, platinum and other electrophilic metals.

Authors: Shariar Md Abu Sohel; Rai-Shung Liu
Journal: Chem Soc Rev Date: 2009-04-29 Impact factor: 54.564

8. The development of catalytic nucleophilic additions of terminal alkynes in water.

Authors: Chao-Jun Li
Journal: Acc Chem Res Date: 2010-04-20 Impact factor: 22.384

9. Catalytic carbophilic activation: catalysis by platinum and gold pi acids.

Authors: Alois Fürstner; Paul W Davies
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

10. Gold-catalyzed intramolecular redox reaction of sulfinyl alkynes: efficient generation of alpha-oxo gold carbenoids and application in insertion into R--CO bonds.

Authors: Guotao Li; Liming Zhang
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

5 in total

Gold-Catalyzed Regioselective Dimerization of Aliphatic Terminal Alkynes.

1. Gold-catalyzed organic reactions.

Review 2. Gold-catalyzed organic transformations.

3. Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems.

4. Chemo- and Regioselective Dimerization of Terminal Alkynes Promoted by Methylaluminoxane.

5. Dimerization of terminal alkynes catalyzed by a nickel complex having a bulky phosphine ligand.

6. A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.

7. Carbocyclisation of alkynes with external nucleophiles catalysed by gold, platinum and other electrophilic metals.

8. The development of catalytic nucleophilic additions of terminal alkynes in water.

9. Catalytic carbophilic activation: catalysis by platinum and gold pi acids.

10. Gold-catalyzed intramolecular redox reaction of sulfinyl alkynes: efficient generation of alpha-oxo gold carbenoids and application in insertion into R--CO bonds.

1. Rhodium-catalyzed chemo- and regioselective cross-dimerization of two terminal alkynes.

2. Gold-catalyzed cyclizations of cis-enediynes: insights into the nature of gold-aryne interactions.

3. Atom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes.

4. A Switchable Gold Catalyst by Encapsulation in a Self-Assembled Cage.

5. Cyclopropenylmethyl Cation: A Concealed Intermediate in Gold(I)-Catalyzed Reactions.