Literature DB >> 25032503

Palladium-catalyzed alkenylation of ketone enolates under mild conditions.

Michael Grigalunas1, Tobias Ankner, Per-Ola Norrby, Olaf Wiest, Paul Helquist.   

Abstract

A protocol for a mild, catalytic, intermolecular alkenylation of ketone enolates has been developed using a Pd/Q-Phos catalyst. Efficient intermolecular coupling of a variety of ketones with alkenyl bromides was achieved with a slight excess of LiHMDS and temperatures down to 0 °C.

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Year:  2014        PMID: 25032503     DOI: 10.1021/ol5017965

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


  6 in total

1.  Recent Progress in Steroid Synthesis Triggered by the Emergence of New Catalytic Methods.

Authors:  Hem Raj Khatri; Nolan Carney; Ryan Rutkoski; Bijay Bhattarai; Pavel Nagorny
Journal:  European J Org Chem       Date:  2020-01-01

2.  Palladium-Catalyzed Selective α-Alkenylation of Pyridylmethyl Ethers with Vinyl Bromides.

Authors:  Xiaodong Yang; Byeong-Seon Kim; Minyan Li; Patrick J Walsh
Journal:  Org Lett       Date:  2016-05-10       Impact factor: 6.005

3.  Mizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers.

Authors:  Jose M Medina; Jesus Moreno; Sophie Racine; Shuaijing Du; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-03       Impact factor: 15.336

4.  Transition-metal-free chemo- and regioselective vinylation of azaallyls.

Authors:  Minyan Li; Osvaldo Gutierrez; Simon Berritt; Ana Pascual-Escudero; Ahmet Yeşilçimen; Xiaodong Yang; Javier Adrio; Georgia Huang; Eiko Nakamaru-Ogiso; Marisa C Kozlowski; Patrick J Walsh
Journal:  Nat Chem       Date:  2017-04-17       Impact factor: 24.427

5.  Silver catalyzed proto- and sila-Nakamura-type α-vinylation of silyl enol ethers with dichloroacetylene. Divergent formation of stereochemically pure tri- and tetrasubstituted olefins.

Authors:  Lun Li; Kimberly A Wasik; Brian J Frost; Laina M Geary
Journal:  Tetrahedron Lett       Date:  2019-11-06       Impact factor: 2.415

6.  A Catalytic Intermolecular Formal Ene Reaction between Ketone-Derived Silyl Enol Ethers and Alkynes.

Authors:  Stephen D Holmbo; Nicole A Godfrey; Joshua J Hirner; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2016-09-16       Impact factor: 15.419

  6 in total

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