Literature DB >> 20025218

Rhodium-catalyzed [3 + 2] annulation of indoles.

Yajing Lian1, Huw M L Davies.   

Abstract

An effective Rh(2)(S-DOSP)(4)-catalyzed asymmetric cyclopentannulation of indolyl rings has been developed. Depending on the substitution pattern of the indole, two distinct regioisomeric products can be generated. These studies demonstrate that rhodium-catalyzed reactions of donor/acceptor carbenoids proceeding by means of zwitterionic intermediates can be carried out with very high asymmetric induction.

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Year:  2010        PMID： 20025218     DOI： 10.1021/ja9078094

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


  18 in total

1.  Asymmeric formal [3 + 3]-cycloaddition reactions of nitrones with electrophilic vinylcarbene intermediates.

Authors:  Xiaochen Wang; Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2011-09-27       Impact factor: 15.419

Review 2.  Catalytic asymmetric cycloaddition reactions of enoldiazo compounds.

Authors:  Kostiantyn O Marichev; Michael P Doyle
Journal:  Org Biomol Chem       Date:  2019-04-24       Impact factor: 3.876

3.  Highly enantioselective trapping of zwitterionic intermediates by imines.

Authors:  Huang Qiu; Ming Li; Li-Qin Jiang; Feng-Ping Lv; Li Zan; Chang-Wei Zhai; Michael P Doyle; Wen-Hao Hu
Journal:  Nat Chem       Date:  2012-07-29       Impact factor: 24.427

4.  Computationally guided stereocontrol of the combined C-H functionalization/Cope rearrangement.

Authors:  Yajing Lian; Kenneth I Hardcastle; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-30       Impact factor: 15.336

5.  Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.

Authors:  Andrew DeAngelis; Valerie W Shurtleff; Olga Dmitrenko; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2011-01-25       Impact factor: 15.419

6.  Rh-Catalyzed Intermolecular Reactions of α-Alkyl-α-Diazo Carbonyl Compounds with Selectivity over β-Hydride Migration.

Authors:  Andrew DeAngelis; Robert Panish; Joseph M Fox
Journal:  Acc Chem Res       Date:  2015-12-21       Impact factor: 22.384

7.  Rh2(S-biTISP)2-catalyzed asymmetric functionalization of indoles and pyrroles with vinylcarbenoids.

Authors:  Yajing Lian; Huw M L Davies
Journal:  Org Lett       Date:  2012-03-27       Impact factor: 6.005

Review 8.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

9.  Rhodium-catalyzed enantioselective vinylogous addition of enol ethers to vinyldiazoacetates.

Authors:  Austin G Smith; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

10.  Divergent outcomes of carbene transfer reactions from dirhodium- and copper-based catalysts separately or in combination.

Authors:  Xinfang Xu; Wen-Hao Hu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-06       Impact factor: 15.336
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