Literature DB >> 26890605

Recent advances in enantioselective gold catalysis.

Weiwei Zi1, F Dean Toste1.   

Abstract

Interest in homogeneous gold catalysis has undergone a marked increase. As strong yet air- and moisture-tolerant π-acids, cationic gold(i) complexes have been shown to catalyze diverse transformations of alkenes, alkynes and allenes, opening new opportunities for chemical synthesis. The development of efficient asymmetric variants is required in order to take full advantage of the preparative potential of these transformations. During the last few years, the chemical community has achieved tremendous success in the area. This review highlights the updated progress (2011-2015) in enantioselective gold catalysis. The discussion is classified according to the π-bonds activated by gold(i), in an order of alkynes, allenes and alkenes. Other gold activation modes, such as σ-Lewis acid catalyzed reactions and transformations of diazo compounds are also discussed.

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Year:  2016        PMID: 26890605     DOI: 10.1039/c5cs00929d

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  35 in total

1.  Well-Defined Chiral Gold(III) Complex Catalyzed Direct Enantioconvergent Kinetic Resolution of 1,5-Enynes.

Authors:  Patrick T Bohan; F Dean Toste
Journal:  J Am Chem Soc       Date:  2017-08-03       Impact factor: 15.419

2.  Direct Evidence for the Origin of Bis-Gold Intermediates: Probing Gold Catalysis with Mass Spectrometry.

Authors:  Mei Lu; Yijin Su; Pengyi Zhao; Xiaohan Ye; Yi Cai; Xiaodong Shi; Eric Masson; Fengyao Li; J Larry Campbell; Hao Chen
Journal:  Chemistry       Date:  2018-01-17       Impact factor: 5.236

3.  Diastereoselective synthesis and biological evaluation of enantiomerically pure tricyclic indolines.

Authors:  W He; B M Griffiths; W Wang; X Wang
Journal:  Org Biomol Chem       Date:  2017-05-16       Impact factor: 3.876

4.  Enantioselective Tandem Cyclization of Alkyne-Tethered Indoles Using Cooperative Silver(I)/Chiral Phosphoric Acid Catalysis.

Authors:  Yugen Zhu; Wei He; Wei Wang; Chloe E Pitsch; Xiaotai Wang; Xiang Wang
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-23       Impact factor: 15.336

5.  Synthesis of Chiral Bifunctional NHC Ligands and Survey of Their Utilities in Asymmetric Gold Catalysis.

Authors:  Jun-Qi Zhang; Yunkui Liu; Xing-Wang Wang; Liming Zhang
Journal:  Organometallics       Date:  2019-10-28       Impact factor: 3.876

6.  Enantioselective, Stereodivergent Hydroazidation and Hydroamination of Allenes Catalyzed by Acyclic Diaminocarbene (ADC) Gold(I) Complexes.

Authors:  Dimitri A Khrakovsky; Chuanzhou Tao; Miles W Johnson; Richard T Thornbury; Sophia L Shevick; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-20       Impact factor: 15.336

7.  Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

Authors:  Banruo Huang; Mingyou Hu; F Dean Toste
Journal:  Trends Chem       Date:  2020-06-02

8.  Parameterization of Acyclic Diaminocarbene Ligands Applied to a Gold(I)-Catalyzed Enantioselective Tandem Rearrangement/Cyclization.

Authors:  Zachary L Niemeyer; Suresh Pindi; Dimitri A Khrakovsky; Christian N Kuzniewski; Cynthia M Hong; Leo A Joyce; Matthew S Sigman; F Dean Toste
Journal:  J Am Chem Soc       Date:  2017-09-08       Impact factor: 15.419

9.  Oxidative access via aqua regia to an electrophilic, mesoionic dicobaltoceniumyltriazolylidene gold(III) catalyst.

Authors:  Stefan Vanicek; Julia Beerhues; Tobias Bens; Volodymyr Levchenko; Klaus Wurst; Benno Bildstein; Mats Tilset; Biprajit Sarkar
Journal:  Organometallics       Date:  2019-11-12       Impact factor: 3.876

10.  Versatility and adaptative behaviour of the P^N chelating ligand MeDalphos within gold(i) π complexes.

Authors:  Miquel Navarro; Alberto Toledo; Sonia Mallet-Ladeira; E Daiann Sosa Carrizo; Karinne Miqueu; Didier Bourissou
Journal:  Chem Sci       Date:  2020-02-04       Impact factor: 9.825

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