Literature DB >> 12916994

First examples of improved catalytic asymmetric C-C bond formation using the monodentate ligand combination approach.

Ate Duursma1, Rob Hoen, Julia Schuppan, Ron Hulst, Adriaan J Minnaard, Ben L Feringa.   

Abstract

[reaction: see text] Using a combination of chiral monodentate phosphoramidite ligands in the rhodium-catalyzed conjugate addition of boronic acids to three different substrates, we have shown for the first time that the ligand combination approach is applicable for C-C bond formation. Chiral catalysts based on hetero-combinations of ligands are found to be more effective than the homo-combinations. (31)P NMR experiments show that the hetero-combinations are formed in excess over the homo-combinations.

Entities:  

Year:  2003        PMID: 12916994     DOI: 10.1021/ol035106o

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  A combinatorial approach to the identification of self-assembled ligands for rhodium-catalysed asymmetric hydrogenation.

Authors:  Joerg Wieland; Bernhard Breit
Journal:  Nat Chem       Date:  2010-08-22       Impact factor: 24.427

2.  Excess substrate is a spectator ligand in a rhodium-catalyzed asymmetric [2 + 2 + 2] cycloaddition of alkenyl isocyanates with tolanes.

Authors:  Mark Emil Oinen; Robert T Yu; Tomislav Rovis
Journal:  Org Lett       Date:  2009-11-05       Impact factor: 6.005

3.  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

4.  Rhodium-catalyzed asymmetric 1,4-addition reactions of aryl boronic acids with nitroalkenes: reaction mechanism and development of homogeneous and heterogeneous catalysts.

Authors:  Hiroyuki Miyamura; Kohei Nishino; Tomohiro Yasukawa; Shū Kobayashi
Journal:  Chem Sci       Date:  2017-10-11       Impact factor: 9.825

5.  An N-linked bidentate phosphoramidite ligand (N-Me-BIPAM) for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones.

Authors:  Yasunori Yamamoto; Kazunori Kurihara; Yoshinori Takahashi; Norio Miyaura
Journal:  Molecules       Date:  2012-12-20       Impact factor: 4.411

6.  Ligand relay catalysis for cobalt-catalyzed sequential hydrosilylation and hydrohydrazidation of terminal alkynes.

Authors:  Yufeng Sun; Jun Guo; Xuzhong Shen; Zhan Lu
Journal:  Nat Commun       Date:  2022-02-03       Impact factor: 17.694

  6 in total

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