Literature DB >> 12526661

Palladium-catalyzed intramolecular oxidative alkylation of unactivated olefins.

Tao Pei1, Xiang Wang, Ross A Widenhoefer.   

Abstract

Reaction of 5,5-dimethyl-8-nonene-2,4-dione catalyzed by PdCl2(CH3CN)2 (5 mol %) in the presence of CuCl2 (2.5 equiv) at room temperature for 3 h formed 2-acetyl-3,6,6-trimethyl-2-cyclohexenone in 96% isolated yield. Palladium-catalyzed intramolecular oxidative alkylation tolerated a range of substitution and was applicable to the synthesis of spirobicyclic compounds and to the cyclization of zeta-alkenyl beta-keto esters.

Entities:  

Year:  2003        PMID: 12526661     DOI: 10.1021/ja026317b

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


  6 in total

1.  Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.

Authors:  Chiyu Wei; Xiaohan Ye; Qingyu Xing; Yong Hu; Yan Xie; Xiaodong Shi
Journal:  Org Biomol Chem       Date:  2019-06-25       Impact factor: 3.876

2.  Allyl-Nickel Catalysis Enables Carbonyl Dehydrogenation and Oxidative Cycloalkenylation of Ketones.

Authors:  David Huang; Suzanne M Szewczyk; Pengpeng Zhang; Timothy R Newhouse
Journal:  J Am Chem Soc       Date:  2019-03-25       Impact factor: 15.419

3.  The renaissance of palladium(II)-catalyzed oxidation chemistry.

Authors:  Matthew S Sigman; Mitchell J Schultz
Journal:  Org Biomol Chem       Date:  2004-08-23       Impact factor: 3.876

Review 4.  Palladium catalyzed allylic C-H alkylation: a mechanistic perspective.

Authors:  Casper Junker Engelin; Peter Fristrup
Journal:  Molecules       Date:  2011-01-21       Impact factor: 4.411

5.  Programmable meroterpene synthesis.

Authors:  Xingyu Shen; Chi P Ting; Gong Xu; Thomas J Maimone
Journal:  Nat Commun       Date:  2020-01-24       Impact factor: 14.919

6.  Tandem Pd-Catalyzed Cyclization/Coupling of Non-Terminal Acetylenic Activated Methylenes with (Hetero)Aryl Bromides.

Authors:  Aleksandra Błocka; Wojciech Chaładaj
Journal:  Molecules       Date:  2022-01-19       Impact factor: 4.411

  6 in total

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