Literature DB >> 15493893

C2-symmetric bicyclo[2.2.2]octadienes as chiral ligands: their high performance in rhodium-catalyzed asymmetric arylation of N-tosylarylimines.

Norihito Tokunaga1, Yusuke Otomaru, Kazuhiro Okamoto, Kazuhito Ueyama, Ryo Shintani, Tamio Hayashi.   

Abstract

Asymmetric synthesis of diarylmethylamines with high enantioselectivity (95-99% ee) was realized by use of a new C2-symmetric diene ligand, (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene (Ph-bod*), for the rhodium-catalyzed asymmetric arylation of N-tosylarylimines with arylboroxines.

Entities:  

Year:  2004        PMID: 15493893     DOI: 10.1021/ja044790e

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


  13 in total

1.  Cobalt-mediated, enantioselective synthesis of C(2) and C(1) dienes.

Authors:  W Christopher Boyd; Mark R Crimmin; Lauren E Rosebrugh; Jennifer M Schomaker; Robert G Bergman; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-10-29       Impact factor: 15.419

2.  Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.

Authors:  John F Bower; Michael J Krische
Journal:  Top Organomet Chem       Date:  2011-01-01       Impact factor: 1.311

3.  Enantioselective addition of boronates to acyl imines catalyzed by chiral biphenols.

Authors:  Joshua A Bishop; Sha Lou; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  Simple chiral diene ligands provide high enantioselectivities in transition-metal-catalyzed conjugate addition reactions.

Authors:  Kazuhiro Okamoto; Tamio Hayashi; Viresh H Rawal
Journal:  Org Lett       Date:  2008-09-05       Impact factor: 6.005

5.  Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines.

Authors:  Ping He; Yong Lu; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2007-07-23       Impact factor: 2.415

6.  Desymmetrization of Diarylmethylamido Bis(phenols) through Peptide-Catalyzed Bromination: Enantiodivergence as a Consequence of a 2 amu Alteration at an Achiral Residue within the Catalyst.

Authors:  Anna E Hurtley; Elizabeth A Stone; Anthony J Metrano; Scott J Miller
Journal:  J Org Chem       Date:  2017-11-03       Impact factor: 4.354

7.  Nickel-catalyzed enantioselective vinylation of aryl 2-azaallyl anions.

Authors:  Shengzu Duan; Guogang Deng; Yujin Zi; Xiaomei Wu; Xun Tian; Zhengfen Liu; Minyan Li; Hongbin Zhang; Xiaodong Yang; Patrick J Walsh
Journal:  Chem Sci       Date:  2021-03-26       Impact factor: 9.825

8.  A new manganese-mediated, cobalt-catalyzed three-component synthesis of (diarylmethyl)sulfonamides.

Authors:  Antoine Pignon; Erwan Le Gall; Thierry Martens
Journal:  Beilstein J Org Chem       Date:  2014-02-17       Impact factor: 2.883

9.  The isomerization of allylrhodium intermediates in the rhodium-catalyzed nucleophilic allylation of cyclic imines.

Authors:  Hamish B Hepburn; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-09       Impact factor: 15.336

10.  The first chiral diene-based metal-organic frameworks for highly enantioselective carbon-carbon bond formation reactions.

Authors:  Takahiro Sawano; Pengfei Ji; Alexandra R McIsaac; Zekai Lin; Carter W Abney; Wenbin Lin
Journal:  Chem Sci       Date:  2015-09-14       Impact factor: 9.825

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