Literature DB >> 18442031

Recent developments in enantioselective gold(I) catalysis.

Ross A Widenhoefer1.   

Abstract

The use of gold(I) complexes as catalysts for organic transformations has become increasingly common over the past decade, leading to the development of a number of useful carbon-carbon and carbon-heteroatom bond-forming processes. In contrast, enantioselective catalysis employing gold(I) complexes was, until recently, exceedingly rare, due in large part to the pronounced tendency of gold(I) to form linear, two-coordinate complexes. However, new approaches and strategies have emerged over the past two years, leading to the development of a number of effective gold(I)-catalyzed enantioselective transformations, most notably the enantioselective hydrofunctionalization of allenes. Outlined herein is an overview of enantioselective gold(I) catalysis since 2005.

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Year:  2008        PMID: 18442031     DOI: 10.1002/chem.200800219

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  47 in total

1.  Gold(I)-catalyzed intermolecular hydroarylation of allenes with nucleophilic arenes: scope and limitations.

Authors:  Michael A Tarselli; Ann Liu; Michel R Gagné
Journal:  Tetrahedron       Date:  2009-02       Impact factor: 2.457

2.  Strong electronic and counterion effects on geminal digold formation and reactivity as revealed by gold(I)-aryl model complexes.

Authors:  Dieter Weber; T David Jones; Laura L Adduci; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-25       Impact factor: 15.336

3.  The enantioselective intramolecular aminative functionalization of unactivated alkenes, dienes, allenes and alkynes for the synthesis of chiral nitrogen heterocycles.

Authors:  Sherry R Chemler
Journal:  Org Biomol Chem       Date:  2009       Impact factor: 3.876

4.  Chiral Brønsted acid from a cationic gold(I) complex: catalytic enantioselective protonation of silyl enol ethers of ketones.

Authors:  Cheol Hong Cheon; Osamu Kanno; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-08-04       Impact factor: 15.419

5.  Mechanistic surprises in the gold(I)-catalyzed intramolecular hydroarylation of allenes.

Authors:  Dieter Weber; Michael A Tarselli; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  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

7.  Asymmetric gold-catalyzed lactonizations in water at room temperature.

Authors:  Sachin Handa; Daniel J Lippincott; Donald H Aue; Bruce H Lipshutz
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-14       Impact factor: 15.336

8.  Gold(I)-catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines.

Authors:  R L Lalonde; Z J Wang; M Mba; A D Lackner; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

9.  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

10.  A cationic gold(I) complex as a general catalyst for the intermolecular hydroamination of alkynes: application to the one-pot synthesis of allenes from two alkynes and a sacrificial amine.

Authors:  Xiaoming Zeng; Guido D Frey; Shazia Kousar; Guy Bertrand
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

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