Literature DB >> 24311026

Chiral Cp-rhodium(III)-catalyzed asymmetric hydroarylations of 1,1-disubstituted alkenes.

Baihua Ye1, Pavel A Donets, Nicolai Cramer.   

Abstract

Metal-catalyzed functionalizations at the ortho position of a directing group have become an efficient bond-forming strategy. A wide range of transformations that employ Cp*Rh(III) catalysts have been described, but despite their synthetic potential, enantioselective variants that use chiral versions of the Cp* ligand remain scarce (Cp*=pentamethyl cyclopentadienyl). Cyclopentadienyl compounds with an atropchiral biaryl backbone are shown to be suitable ligands for the efficient intramolecular enantioselective hydroarylation of aryl hydroxamates. Dihydrofurans that bear methyl-substituted quaternary stereocenters are thus obtained by CH functionalization under mild conditions.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; asymmetric catalysis; cyclopentadienyl ligands; hydroarylation; rhodium

Year:  2013        PMID: 24311026     DOI: 10.1002/anie.201309207

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  15 in total

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5.  Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.

Authors:  Adam B Weinstein; Jonathan A Ellman
Journal:  Org Lett       Date:  2016-06-23       Impact factor: 6.005

6.  Rh(I)-bisphosphine-catalyzed asymmetric, intermolecular hydroheteroarylation of α-substituted acrylate derivatives.

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7.  Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation.

Authors:  Suresh Reddy Chidipudi; David J Burns; Imtiaz Khan; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

8.  Asymmetric synthesis of α-branched amines via Rh(III)-catalyzed C-H bond functionalization.

Authors:  Apiwat Wangweerawong; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2014-06-05       Impact factor: 15.419

9.  Rh(iii)-catalyzed tandem annulative redox-neutral arylation/amidation of aromatic tethered alkenes.

Authors:  Chao Chen; Chen Shi; Yaxi Yang; Bing Zhou
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

10.  Rh(III)-catalyzed cyclopropanation initiated by C-H activation: ligand development enables a diastereoselective [2 + 1] annulation of N-enoxyphthalimides and alkenes.

Authors:  Tiffany Piou; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2014-08-05       Impact factor: 15.419

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