Literature DB >> 11782165

A highly enantioselective intramolecular Heck reaction with a monodentate ligand.

Rosalinde Imbos1, Adriaan J Minnaard, Ben L Feringa.   

Abstract

An efficient enantioselective intramolecular Heck reaction of cyclohexadienones, using readily available and modular TADDOL-based mono- and bidentate phosphoramidites as chiral ligands and not requiring any additives, has been developed. Excellent enantioselectivities up to 96% ee are reached for the first time in a Heck reaction with monodentate ligands.

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Year:  2002        PMID： 11782165     DOI： 10.1021/ja017200a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  Enantioselective synthesis of hindered cyclic dialkyl ethers via catalytic oxa-Michael/Michael desymmetrization.

Authors:  Michael T Corbett; Jeffrey S Johnson
Journal:  Chem Sci       Date:  2013-07-01       Impact factor: 9.825

2.  (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

3.  An asymmetric synthesis of 1,2,4-trioxane anticancer agents via desymmetrization of peroxyquinols through a Brønsted acid catalysis cascade.

Authors:  David M Rubush; Michelle A Morges; Barbara J Rose; Douglas H Thamm; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-08-07       Impact factor: 15.419

4.  Asymmetric transformations of achiral 2,5-cyclohexadienones.

Authors:  Kyle A Kalstabakken; Andrew M Harned
Journal:  Tetrahedron       Date:  2014-12-23       Impact factor: 2.457

Review 5.  Dearomatization strategies in the synthesis of complex natural products.

Authors:  Stéphane P Roche; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

6.  Enantioselective Synthesis of Hydrobenzofuranones Using an Asymmetric Desymmetrizing Intramolecular Stetter Reaction of Cyclohexadienones.

Authors:  Qin Liu; Tomislav Rovis
Journal:  Org Process Res Dev       Date:  2007       Impact factor: 3.317

7.  Asymmetric synthesis of hydrobenzofuranones via desymmetrization of cyclohexadienones using the intramolecular Stetter reaction.

Authors:  Qin Liu; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

8.  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

9.  Organocatalytic asymmetric chlorinative dearomatization of naphthols.

Authors:  Qin Yin; Shou-Guo Wang; Xiao-Wei Liang; De-Wei Gao; Jun Zheng; Shu-Li You
Journal:  Chem Sci       Date:  2015-04-27       Impact factor: 9.825
  9 in total

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