Literature DB >> 12605489

Rhodium-catalyzed asymmetric conjugate additions of boronic acids using monodentate phosphoramidite ligands.

Jean-Guy Boiteau1, Rosalinde Imbos, Adriaan J Minnaard, Ben L Feringa.   

Abstract

Monodentate phosphoramidites have been used for the first time as chiral ligands in the Rh-catalyzed enantioselective conjugate addition of arylboronic acids to enones, unsaturated esters, lactones, and nitro alkenes. High reaction rates and ee's up to 89% have been obtained.

Entities:  

Year:  2003        PMID： 12605489     DOI： 10.1021/ol027465+

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


  4 in total

1.  New biphenol-based, fine-tunable monodentate phosphoramidite ligands for catalytic asymmetric transformations.

Authors:  Zihao Hua; Victor C Vassar; Hojae Choi; Iwao Ojima
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-12       Impact factor: 11.205

2.  Desymmetrization of enone-diones via rhodium-catalyzed diastereo- and enantioselective tandem conjugate addition-aldol cyclization.

Authors:  Brian M Bocknack; Long-Cheng Wang; Michael J Krische
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-15       Impact factor: 11.205

3.  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

4.  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
  4 in total

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