Literature DB >> 21291210

Palladium-catalyzed 1,1-aryloxygenation of terminal olefins.

Andrew D Satterfield1, Asako Kubota, Melanie S Sanford.   

Abstract

This paper describes the 1,1-arylacetoxylation of diverse α-olefins using organostannanes and hypervalent iodine oxidants. The reaction provides a convergent approach for generating a C-C and a C-O bond as well as a new stereocenter in a single catalytic transformation.

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Year:  2011        PMID： 21291210      PMCID： PMC3047416          DOI： 10.1021/ol103121r

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  34 in total

1.  Palladium-catalyzed intramolecular carboacetoxylation of 4-pentenyl-substituted malonate esters with iodobenzene diacetate.

Authors:  Daishi Fujino; Hideki Yorimitsu; Koichiro Oshima
Journal:  Chem Asian J       Date:  2010-08-02

2.  An intermolecular palladium-catalyzed diamination of unactivated alkenes.

Authors:  Alvaro Iglesias; Edwin G Pérez; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2010-10-25       Impact factor: 15.336

3.  Construction of tetrahydrofurans by PdII/PdIV-catalyzed aminooxygenation of alkenes.

Authors:  Lopa V Desai; Melanie S Sanford
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Intermolecular Heck-type coupling of aryl iodides and allylic acetates.

Authors:  Brian Mariampillai; Christelle Herse; Mark Lautens
Journal:  Org Lett       Date:  2005-10-13       Impact factor: 6.005

5.  Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and S(N)2 C-O bond formation.

Authors:  Guosheng Liu; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2006-06-07       Impact factor: 15.419

6.  Palladium-catalyzed ring-forming aminoacetoxylation of alkenes.

Authors:  Erik J Alexanian; Chulbom Lee; Erik J Sorensen
Journal:  J Am Chem Soc       Date:  2005-06-01       Impact factor: 15.419

7.  Palladium(II)-catalyzed intramolecular diamination of unfunctionalized alkenes.

Authors:  Jan Streuff; Claas H Hövelmann; Martin Nieger; Kilian Muñiz
Journal:  J Am Chem Soc       Date:  2005-10-26       Impact factor: 15.419

8.  Palladium (II/IV) catalyzed cyclopropanation reactions: scope and mechanism.

Authors:  Thomas W Lyons; Melanie S Sanford
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

9.  Advancing palladium-catalyzed C-N bond formation: bisindoline construction from successive amide transfer to internal alkenes.

Authors:  Kilian Muñiz
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

10.  Palladium-catalyzed gamma-selective and stereospecific allyl-aryl coupling between allylic acetates and arylboronic acids.

Authors:  Hirohisa Ohmiya; Yusuke Makida; Tatsunori Tanaka; Masaya Sawamura
Journal:  J Am Chem Soc       Date:  2008-12-24       Impact factor: 15.419
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  11 in total

1.  Aryliodine (III) Diacetates as Substrates for Pd-Ag Catalyzed Arylation of Alkenes.

Authors:  Nikolai M Evdokimov; Alexander Kornienko; Igor V Magedov
Journal:  Tetrahedron Lett       Date:  2011-08-17       Impact factor: 2.415

2.  Copper-catalyzed intramolecular alkene carboetherification: synthesis of fused-ring and bridged-ring tetrahydrofurans.

Authors:  Yan Miller; Lei Miao; Azade S Hosseini; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

3.  Mechanistic Investigations of the Pd(0)-Catalyzed Enantioselective 1,1-Diarylation of Benzyl Acrylates.

Authors:  Manuel Orlandi; Margaret J Hilton; Eiji Yamamoto; F Dean Toste; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2017-08-30       Impact factor: 15.419

4.  Alternative pathways for Heck intermediates: palladium-catalyzed oxyarylation of homoallylic alcohols.

Authors:  Chen Zhu; John R Falck
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-08       Impact factor: 15.336

5.  Anti-Markovnikov hydroalkylation of allylic amine derivatives via a palladium-catalyzed reductive cross-coupling reaction.

Authors:  Ryan J DeLuca; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2011-07-11       Impact factor: 15.419

6.  Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes.

Authors:  Rong Zhu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-06-23       Impact factor: 15.419

7.  Three-component vicinal-diarylation of alkenes via direct transmetalation of arylboronic acids.

Authors:  Yun Zhang; Gong Chen; Dongbing Zhao
Journal:  Chem Sci       Date:  2019-07-03       Impact factor: 9.825

8.  Controllable access to trifluoromethyl-containing indoles and indolines: palladium-catalyzed regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides.

Authors:  Hefei Yang; Le-Cheng Wang; Yu Zhang; Dongling Zheng; Zhengkai Chen; Xiao-Feng Wu
Journal:  Chem Sci       Date:  2022-03-03       Impact factor: 9.825

Review 9.  Walking metals: catalytic difunctionalization of alkenes at nonclassical sites.

Authors:  Roshan K Dhungana; Rishi R Sapkota; Doleshwar Niroula; Ramesh Giri
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

10.  Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.

Authors:  Mengna Tao; Youshao Tu; Yu Liu; Haihong Wu; Lu Liu; Junliang Zhang
Journal:  Chem Sci       Date:  2020-05-29       Impact factor: 9.825
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