Literature DB >> 22179308

Suzuki-Miyaura cross-couplings of secondary allylic boronic esters.

Ben W Glasspoole1, Kazem Ghozati, Jonathon W Moir, Cathleen M Crudden.   

Abstract

Palladium-catalyzed cross-coupling reactions of secondary allylic boronic esters with iodoarenes were demonstrated under the conditions previously described for the coupling of benzylic substrates. The regioselectivity of the process was largely dictated by the pattern of olefin substitution.

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Year:  2011        PMID： 22179308     DOI： 10.1039/c2cc16076e

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


  11 in total

Review 1.  Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds.

Authors:  Alan H Cherney; Nathaniel T Kadunce; Sarah E Reisman
Journal:  Chem Rev       Date:  2015-08-13       Impact factor: 60.622

2.  Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions.

Authors:  Bowman Potter; Emma K Edelstein; James P Morken
Journal:  Org Lett       Date:  2016-06-16       Impact factor: 6.005

3.  Ligand-controlled palladium-catalyzed regiodivergent Suzuki-Miyaura cross-coupling of allylboronates and aryl halides.

Authors:  Yang Yang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2013-07-12       Impact factor: 15.419

4.  Single-electron transmetalation: an enabling technology for secondary alkylboron cross-coupling.

Authors:  David N Primer; Idris Karakaya; John C Tellis; Gary A Molander
Journal:  J Am Chem Soc       Date:  2015-02-04       Impact factor: 15.419

5.  Selective cross-coupling of organic halides with allylic acetates.

Authors:  Lukiana L Anka-Lufford; Michael R Prinsell; Daniel J Weix
Journal:  J Org Chem       Date:  2012-11-06       Impact factor: 4.354

6.  Palladium-catalyzed synthesis and isolation of functionalized allylboronic acids: selective, direct allylboration of ketones.

Authors:  Mihai Raducan; Rauful Alam; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-19       Impact factor: 15.336

7.  Radical-Polar Crossover Reactions of Dienylboronate Complexes: Synthesis of Functionalized Allylboronic Esters.

Authors:  Marvin Kischkewitz; Carolin Gerleve; Armido Studer
Journal:  Org Lett       Date:  2018-06-06       Impact factor: 6.005

8.  Mechanistic Insights into Carbonyl-Directed Rhodium-Catalyzed Hydroboration: ab Initio Study of a Cyclic γ,δ-Unsaturated Amide.

Authors:  Zhao-Di Yang; Rhitankar Pal; Gia L Hoang; Xiao Cheng Zeng; James M Takacs
Journal:  ACS Catal       Date:  2014-01-22       Impact factor: 13.084

9.  Enantioselective carbocycle formation through intramolecular Pd-catalyzed allyl-aryl cross-coupling.

Authors:  Christopher H Schuster; John R Coombs; Zachary A Kasun; James P Morken
Journal:  Org Lett       Date:  2014-08-08       Impact factor: 6.005

10.  Iterative protecting group-free cross-coupling leading to chiral multiply arylated structures.

Authors:  Cathleen M Crudden; Christopher Ziebenhaus; Jason P G Rygus; Kazem Ghozati; Phillip J Unsworth; Masakazu Nambo; Samantha Voth; Marieke Hutchinson; Veronique S Laberge; Yuuki Maekawa; Daisuke Imao
Journal:  Nat Commun       Date:  2016-04-04       Impact factor: 14.919
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