Literature DB >> 11735590

BINOL-based diphosphonites as ligands in the asymmetric Rh-catalyzed conjugate addition of arylboronic acids.

M T Reetz1, D Moulin, A Gosberg.   

Abstract

[reaction: see text] BINOL-based diphosphonites having achiral backbones are useful ligands in the Rh-catalyzed conjugate addition of arylboronic acids to alpha,beta-unsaturated carbonyl compounds. The nature of the achiral backbone determines the direction and degree of enantioselectivity, with er values of up to 99.5:0.5 possible.

Entities:  

Year:  2001        PMID： 11735590     DOI： 10.1021/ol010219y

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


  8 in total

1.  Enantioselective rhodium enolate protonations. A new methodology for the synthesis of beta2-amino acids.

Authors:  Mukund P Sibi; Hiroto Tatamidani; Kalyani Patil
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

2.  Synthesis of unnatural amino acid derivatives via palladium catalyzed 1,4 addition of boronic acids.

Authors:  Devalina Ray; Abijah M Nyong; Amarnath Natarajan
Journal:  Tetrahedron Lett       Date:  2010-05-12       Impact factor: 2.415

3.  A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.

Authors:  Ranjan Jana; Jon A Tunge
Journal:  J Org Chem       Date:  2011-09-23       Impact factor: 4.354

4.  A homogeneous, recyclable rhodium(I) catalyst for the hydroarylation of Michael acceptors.

Authors:  Ranjan Jana; Jon A Tunge
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

5.  Mechanistic studies on the catalytic cycle of rhodium-catalyzed asymmetric 1,4-addition of aryltitanate reagents to alpha,beta-unsaturated ketones.

Authors:  Norihito Tokunaga; Kazuhiro Yoshida; Tamio Hayashi
Journal:  Proc Natl Acad Sci U S A       Date:  2004-02-23       Impact factor: 11.205

6.  Rh(I)-bisphosphine-catalyzed asymmetric, intermolecular hydroheteroarylation of α-substituted acrylate derivatives.

Authors:  Claire M Filloux; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2014-12-29       Impact factor: 15.419

Review 7.  Conjugate addition-enantioselective protonation reactions.

Authors:  James P Phelan; Jonathan A Ellman
Journal:  Beilstein J Org Chem       Date:  2016-06-15       Impact factor: 2.883

8.  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
  8 in total

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