Literature DB >> 15675853

PipPhos and MorfPhos: privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation.

Heiko Bernsmann1, Michel van den Berg, Rob Hoen, Adriaan J Minnaard, Gerlinde Mehler, Manfred T Reetz, Johannes G De Vries, Ben L Feringa.   

Abstract

A library of 20 monodentate phosphoramidite ligands has been prepared and applied in rhodium-catalyzed asymmetric hydrogenation. This resulted in the identification of two ligands, PipPhos and MorfPhos, that afford excellent and in several cases unprecedented enantioselectivities in the hydrogenation of N-acyldehydroamino acid esters, dimethyl itaconate, acyclic N-acylenamides, and cyclic N-acylenamides. In addition, a method for the parallel enantioselectivity determination of eight acylated amines is presented.

Entities:  

Year:  2005        PMID： 15675853     DOI： 10.1021/jo048374o

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


  8 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.  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

3.  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

4.  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

5.  Efficient synthesis of chiral beta-arylisopropylamines by using catalytic asymmetric hydrogenation.

Authors:  Jian Chen; Weicheng Zhang; Huiling Geng; Wei Li; Guohua Hou; Aiwen Lei; Xumu Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  A multi-substrate screening approach for the identification of a broadly applicable Diels-Alder catalyst.

Authors:  Hyejin Kim; Gabriela Gerosa; Jonas Aronow; Pinar Kasaplar; Jie Ouyang; Julia B Lingnau; Paul Guerry; Christophe Farès; Benjamin List
Journal:  Nat Commun       Date:  2019-02-15       Impact factor: 14.919

7.  Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes.

Authors:  Manfred T Reetz; Hongchao Guo
Journal:  Beilstein J Org Chem       Date:  2005-08-26       Impact factor: 2.883

8.  Highly Enantioselective Iridium-Catalyzed Hydrogenation of Cyclic Enamides.

Authors:  Ernest Salomó; Sílvia Orgué; Antoni Riera; Xavier Verdaguer
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-17       Impact factor: 15.336
  8 in total

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