Literature DB >> 15070364

Gold(I)-catalyzed Conia-ene reaction of beta-ketoesters with alkynes.

Joshua J Kennedy-Smith1, Steven T Staben, F Dean Toste.   

Abstract

The intramolecular addition of beta-ketoesters to unactivated alkynes under neutral conditions and at room temperature is described. The method employs triphenylphosphinegold(I) cation as a catalyst for the formation of exo-methylenecycloalkanes. Both monocyclic and bicyclic cyclopentanes and cyclohexanes can be formed in excellent yields and with good diastereoselectivity.

Entities:  

Year:  2004        PMID： 15070364     DOI： 10.1021/ja049487s

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


  35 in total

1.  Palladium-catalyzed carbocyclization of alkynyl ketones proceeding through a carbopalladation pathway.

Authors:  Natalia Chernyak; Serge I Gorelsky; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-07       Impact factor: 15.336

2.  Functionalized Cyclopentanes via Sc(III)-Catalyzed Intramolecular Enolate Alkylation.

Authors:  Christopher C McAtee; Duncan C Ellinwood; Rory C McAtee; Corinna S Schindler
Journal:  Tetrahedron       Date:  2018-04-21       Impact factor: 2.457

3.  Alkylgold complexes by the intramolecular aminoauration of unactivated alkenes.

Authors:  Rebecca L Lalonde; William E Brenzovich; Diego Benitez; Ekaterina Tkatchouk; Kotaro Kelley; William A Goddard; F Dean Toste
Journal:  Chem Sci       Date:  2010-08-01       Impact factor: 9.825

4.  Gold(I)-catalyzed diastereo- and enantioselective 1,3-dipolar cycloaddition and Mannich reactions of azlactones.

Authors:  Asa D Melhado; Giovanni W Amarante; Z Jane Wang; Marco Luparia; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-02-22       Impact factor: 15.419

5.  Two metals are better than one in the gold catalyzed oxidative heteroarylation of alkenes.

Authors:  Ekaterina Tkatchouk; Neal P Mankad; Diego Benitez; William A Goddard; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-08-23       Impact factor: 15.419

6.  Serendipitous discovery of the catalytic hydroammoniumation and methylamination of alkynes.

Authors:  Xiaoming Zeng; Rei Kinjo; Bruno Donnadieu; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

7.  One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles.

Authors:  Qiong-Jie Liu; Wen-Guang Yan; Lijia Wang; X Peter Zhang; Yong Tang
Journal:  Org Lett       Date:  2015-08-07       Impact factor: 6.005

8.  An atom-economic and selective ruthenium-catalyzed redox isomerization of propargylic alcohols. An efficient strategy for the synthesis of leukotrienes.

Authors:  Barry M Trost; Robert C Livingston
Journal:  J Am Chem Soc       Date:  2008-08-15       Impact factor: 15.419

9.  Enantioselective cyclization of enamide-ynes and application to the synthesis of the kopsifoline core.

Authors:  Britton K Corkey; Stephen T Heller; Yi-Ming Wang; F Dean Toste
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

10.  Intermolecular hydroamination of allenes with N-unsubstituted carbamates catalyzed by a gold(I) N-heterocyclic carbene complex.

Authors:  Robert E Kinder; Zhibin Zhang; Ross A Widenhoefer
Journal:  Org Lett       Date:  2008-06-21       Impact factor: 6.005
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.