Literature DB >> 19503924

Axially chiral P-N ligands for the copper catalyzed beta-borylation of alpha,beta-unsaturated esters.

William J Fleming1, Helge Müller-Bunz, Vanesa Lillo, Elena Fernández, Patrick J Guiry.   

Abstract

The synthesis and resolution of a new axially chiral Quinazolinap ligand are reported. The application of this and other related P-N ligands to the copper catalyzed beta-borylation of alpha,beta-unsaturated esters resulted in conversions of up to 100% and ee values of up to 79%. A diastereomerically pure palladacycle of the new ligand was characterised by X-ray crystallography.

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Year:  2009        PMID: 19503924     DOI: 10.1039/b900741e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes.

Authors:  Sean M Smith; James M Takacs
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

2.  Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates.

Authors:  Corey H Basch; Kelsey M Cobb; Mary P Watson
Journal:  Org Lett       Date:  2015-12-17       Impact factor: 6.005

Review 3.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

4.  Site-selective Suzuki-Miyaura coupling of heteroaryl halides - understanding the trends for pharmaceutically important classes.

Authors:  Joshua Almond-Thynne; David C Blakemore; David C Pryde; Alan C Spivey
Journal:  Chem Sci       Date:  2016-08-09       Impact factor: 9.825

5.  Copper Foam as Active Catalysts for the Borylation of α, β-Unsaturated Compounds.

Authors:  Kewang Zheng; Miao Liu; Zhifei Meng; Zufeng Xiao; Fei Zhong; Wei Wang; Caiqin Qin
Journal:  Int J Mol Sci       Date:  2022-07-29       Impact factor: 6.208

Review 6.  Preparation of phosphines through C-P bond formation.

Authors:  Iris Wauters; Wouter Debrouwer; Christian V Stevens
Journal:  Beilstein J Org Chem       Date:  2014-05-09       Impact factor: 2.883

  6 in total

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