Literature DB >> 23784692

Enantioselective C-H arylation strategy for functionalized dibenzazepinones with quaternary stereocenters.

Tanguy Saget1, Nicolai Cramer.   

Abstract

Tada! Highly functionalized chiral dibenzazepinones are obtained by a mild palladium(0)-catalyzed enantioselective C-H arylation with excellent selectivities by using simple taddol phosphoramidite ligands. The amide tether allows exclusive regioselectivity through a rare eight-membered palladacycle intermediate.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; asymmetric catalysis; cooperative effects; heterocycle; palladium

Year:  2013        PMID： 23784692     DOI： 10.1002/anie.201303816

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


  8 in total

1.  Enantioselective Intermolecular C-O Bond Formation in the Desymmetrization of Diarylmethines Employing a Guanidinylated Peptide-Based Catalyst.

Authors:  Alex J Chinn; Byoungmoo Kim; Yongseok Kwon; Scott J Miller
Journal:  J Am Chem Soc       Date:  2017-11-27       Impact factor: 15.419

2.  Divergent Control of Point and Axial Stereogenicity: Catalytic Enantioselective C-N Bond-Forming Cross-Coupling and Catalyst-Controlled Atroposelective Cyclodehydration.

Authors:  Yongseok Kwon; Alex J Chinn; Byoungmoo Kim; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-23       Impact factor: 15.336

3.  Enantioselective palladium(0)-catalyzed intramolecular cyclopropane functionalization: access to dihydroquinolones, dihydroisoquinolones and the BMS-791325 ring system.

Authors:  J Pedroni; T Saget; P A Donets; N Cramer
Journal:  Chem Sci       Date:  2015-06-17       Impact factor: 9.825

4.  Asymmetric synthesis of dibenzo[b,d]azepines by Cu-catalyzed reductive or borylative cyclization.

Authors:  Patricia Rodríguez-Salamanca; Rocío Martín-de la Calle; Verónica Rodríguez; Pedro Merino; Rosario Fernández; José M Lassaletta; Valentín Hornillos
Journal:  Chem Sci       Date:  2021-11-10       Impact factor: 9.825

5.  Remote Construction of N-Heterocycles via 1,4-Palladium Shift-Mediated Double C-H Activation.

Authors:  Takeru Miyakoshi; Nadja E Niggli; Olivier Baudoin
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-23       Impact factor: 16.823

6.  Selenide-catalyzed enantioselective synthesis of trifluoromethylthiolated tetrahydronaphthalenes by merging desymmetrization and trifluoromethylthiolation.

Authors:  Jie Luo; Qingxiang Cao; Xiaohui Cao; Xiaodan Zhao
Journal:  Nat Commun       Date:  2018-02-06       Impact factor: 14.919

7.  Pd(ii)-catalyzed remote regiodivergent ortho- and meta-C-H functionalizations of phenylethylamines.

Authors:  Shangda Li; Huafang Ji; Lei Cai; Gang Li
Journal:  Chem Sci       Date:  2015-06-25       Impact factor: 9.825

8.  Desymmetrization of unactivated bis-alkenes via chiral Brønsted acid-catalysed hydroamination.

Authors:  Zhang-Long Yu; Yong-Feng Cheng; Na-Chuan Jiang; Jian Wang; Li-Wen Fan; Yue Yuan; Zhong-Liang Li; Qiang-Shuai Gu; Xin-Yuan Liu
Journal:  Chem Sci       Date:  2020-05-20       Impact factor: 9.825
  8 in total

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