Literature DB >> 25629592

A new class of non-C2-symmetric ligands for oxidative and redox-neutral palladium-catalyzed asymmetric allylic alkylations of 1,3-diketones.

Barry M Trost1, Etienne J Donckele, David A Thaisrivongs, Maksim Osipov, James T Masters.   

Abstract

We report the discovery, synthesis, and application of a new class of non-C2-symmetric phosphoramidite ligands derived from pyroglutamic acid for use in both oxidative and redox-neutral palladium-catalyzed asymmetric allylic alkylations of 1,3-diketones. The resulting chiral products are typically obtained in high yield with good to excellent levels of enantioselectivity.

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Year:  2015        PMID： 25629592     DOI： 10.1021/jacs.5b00786

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


  8 in total

1.  Asymmetric Allylic C-H Alkylation via Palladium(II)/ cis-ArSOX Catalysis.

Authors:  Wei Liu; Siraj Z Ali; Stephen E Ammann; M Christina White
Journal:  J Am Chem Soc       Date:  2018-08-17       Impact factor: 15.419

2.  Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.

Authors:  Pavel Starkov; Jared T Moore; Douglas C Duquette; Brian M Stoltz; Ilan Marek
Journal:  J Am Chem Soc       Date:  2017-07-07       Impact factor: 15.419

3.  Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates.

Authors:  Xingyu Jiang; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-27       Impact factor: 15.336

4.  Enantioselective Allylic C-H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.

Authors:  Stephen E Ammann; Wei Liu; M Christina White
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-04       Impact factor: 15.336

5.  Arylative Intramolecular Allylation of Ketones with 1,3-Enynes Enabled by Catalytic Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Benjamin M Partridge; Michael Callingham; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-19       Impact factor: 15.336

6.  Catalytic allylic oxidation of internal alkenes to a multifunctional chiral building block.

Authors:  Liela Bayeh; Phong Q Le; Uttam K Tambar
Journal:  Nature       Date:  2017-06-21       Impact factor: 49.962

7.  Pd-catalyzed asymmetric allylic alkylations via C-H activation of N-allyl imines with glycinates.

Authors:  Barry M Trost; Xiaoxun Li
Journal:  Chem Sci       Date:  2017-08-15       Impact factor: 9.825

8.  Mini-ISES identifies promising carbafructopyranose-based salens for asymmetric catalysis: Tuning ligand shape via the anomeric effect.

Authors:  Kannan R Karukurichi; Xiang Fei; Robert A Swyka; Sylvain Broussy; Weijun Shen; Sangeeta Dey; Sandip K Roy; David B Berkowitz
Journal:  Sci Adv       Date:  2015-07-10       Impact factor: 14.136
  8 in total

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