Literature DB >> 15307737

Biphenol-based phosphoramidite ligands for the enantioselective copper-catalyzed conjugate addition of diethylzinc.

Alexandre Alexakis1, Damien Polet, Stéphane Rosset, Sébastien March.   

Abstract

Phosphoramidite ligands, based on ortho-substituted biphenols and a chiral amine, induce high enantioselectivities (ee's up to 99%) in the copper-catalyzed conjugate addition of dialkylzinc reagents to a variety of Michael acceptors. Particularly, the best reported ee's were obtained for acyclic nitroolefins. Copyright 2004 American Chemical Society

Entities:  

Year:  2004        PMID: 15307737     DOI: 10.1021/jo049359m

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  11 in total

1.  (R)-2,2'-BINAPHTHOYL-(S,S)-DI(1-PHENYLETHYL) AMINOPHOSPHINE. SCALABLE PROTOCOLS FOR THE SYNTHESES OF PHOSPHORAMIDITE (FERINGA) LIGANDS.

Authors:  Craig R Smith; Daniel J Mans; T V Rajanbabu; Scott E Denmark; Son T Nguyen
Journal:  Organic Synth       Date:  2008

2.  Total synthesis of taxane terpenes: cyclase phase.

Authors:  Yoshihiro Ishihara; Abraham Mendoza; Phil S Baran
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

3.  In Pursuit of an Ideal C-C Bond-Forming Reaction: Development and Applications of the Hydrovinylation of Olefins.

Authors:  T V Rajanbabu
Journal:  Synlett       Date:  2009       Impact factor: 2.454

4.  Efficient, selective, and green: catalyst tuning for highly enantioselective reactions of ethylene.

Authors:  Craig R Smith; T V RajanBabu
Journal:  Org Lett       Date:  2008-03-20       Impact factor: 6.005

5.  Tunable Phosphoramidite Ligands for Asymmetric Hydrovinylation: Ligands par excellence for Generation of All-Carbon Quaternary Centers.

Authors:  Craig R Smith; Hwan Jung Lim; Aibin Zhang; T V Rajanbabu
Journal:  Synthesis (Stuttg)       Date:  2009-01-01       Impact factor: 3.157

6.  Access to a Cu(II)-O-Cu(II) motif: spectroscopic properties, solution structure, and reactivity.

Authors:  Peter Haack; Anne Kärgel; Claudio Greco; Jadranka Dokic; Beatrice Braun; Florian F Pfaff; Stefan Mebs; Kallol Ray; Christian Limberg
Journal:  J Am Chem Soc       Date:  2013-10-17       Impact factor: 15.419

7.  An exceptional P-H phosphonite: biphenyl-2,2'-bisfenchylchlorophosphite and derived ligands (BIFOPs) in enantioselective copper-catalyzed 1,4-additions.

Authors:  T Kop-Weiershausen; J Lex; J-M Neudörfl; B Goldfuss
Journal:  Beilstein J Org Chem       Date:  2005-08-26       Impact factor: 2.883

8.  Gold-Catalyzed Atroposelective Synthesis of 1,1'-Binaphthalene-2,3'-diols.

Authors:  Jianwei Zhang; Martin Simon; Christopher Golz; Manuel Alcarazo
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-23       Impact factor: 15.336

9.  Noncovalent CH-π and π-π Interactions in Phosphoramidite Palladium(II) Complexes with Strong Conformational Preference.

Authors:  Matej Žabka; Lavakumar Naviri; Ruth M Gschwind
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-03       Impact factor: 16.823

10.  Dehydrogenative Anodic C-C Coupling of Phenols Bearing Electron-Withdrawing Groups.

Authors:  Johannes L Röckl; Dieter Schollmeyer; Robert Franke; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-19       Impact factor: 15.336

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