Literature DB >> 29104971

Palladium catalyzed direct aliphatic γC(sp3)-H alkenylation with alkenes and alkenyl iodides.

Neetipalli Thrimurtulu1, Salman Khan, Soham Maity, Chandra M R Volla, Debabrata Maiti.   

Abstract

The catalytic alkenylation of the unactivated distal γC(sp3)-H bonds of aliphatic acids with simple acrylates and vinyl iodides is described. This method allows for the introduction of an alkene group into aliphatic acid derivatives in the form of activated olefins and vinyl iodides. Notably, olefination with vinyl iodides provides access to a wide range of challenging γ-vinyl acid derivatives with aliphatic olefin functionality introduced in a diastereoselective manner.

Entities:  

Year:  2017        PMID: 29104971     DOI: 10.1039/c7cc05703b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3 )-H Olefination.

Authors:  Hojoon Park; Yang Li; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-04       Impact factor: 15.336

2.  Distal γ-C(sp3 )-H Olefination of Ketone Derivatives and Free Carboxylic Acids.

Authors:  Han Seul Park; Zhoulong Fan; Ru-Yi Zhu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-05       Impact factor: 15.336

3.  Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3 )-H Sites of Alcohols.

Authors:  Padon Chuentragool; Dongari Yadagiri; Taiki Morita; Sumon Sarkar; Marvin Parasram; Yang Wang; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-17       Impact factor: 15.336

4.  Enantioselective C-H Arylation and Vinylation of Cyclobutyl Carboxylic Amides.

Authors:  Qing-Feng Wu; Xiao-Bing Wang; Peng-Xiang Shen; Jin-Quan Yu
Journal:  ACS Catal       Date:  2018-02-05       Impact factor: 13.084

5.  Hemilabile Benzyl Ether Enables γ-C(sp3)-H Carbonylation and Olefination of Alcohols.

Authors:  Keita Tanaka; William R Ewing; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2019-09-18       Impact factor: 15.419

6.  Ligand-Enabled γ-C(sp3)-H Activation of Ketones.

Authors:  Ru-Yi Zhu; Zi-Qi Li; Han Seul Park; Chris H Senanayake; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2018-03-02       Impact factor: 15.419

7.  Peptide late-stage C(sp3)-H arylation by native asparagine assistance without exogenous directing groups.

Authors:  Yiyi Weng; Xingxing Ding; João C A Oliveira; Xiaobin Xu; Nikolaos Kaplaneris; Meijie Zhu; Hantao Chen; Zhuo Chen; Lutz Ackermann
Journal:  Chem Sci       Date:  2020-08-12       Impact factor: 9.825

8.  A direct route to six and seven membered lactones via γ-C(sp3)-H activation: a simple protocol to build molecular complexity.

Authors:  Jayabrata Das; Pravas Dolui; Wajid Ali; Jyoti Prasad Biswas; Hediyala B Chandrashekar; Gaurav Prakash; Debabrata Maiti
Journal:  Chem Sci       Date:  2020-08-19       Impact factor: 9.825

Review 9.  Diverse strategies for transition metal catalyzed distal C(sp3)-H functionalizations.

Authors:  Jayabrata Das; Srimanta Guin; Debabrata Maiti
Journal:  Chem Sci       Date:  2020-09-28       Impact factor: 9.825

  9 in total

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