Literature DB >> 17585770

Comparison of Ru- and Mo-based chiral olefin metathesis catalysts. Complementarity in asymmetric ring-opening/cross-metathesis reactions of oxa- and azabicycles.

G Alex Cortez1, Carl A Baxter, Richard R Schrock, Amir H Hoveyda.   

Abstract

A comparative study of chiral Mo- and Ru-based catalysts to promote enantioselective synthesis of 2,6-disubstituted pyrans and piperidines through asymmetric ring-opening/cross-metathesis (AROM/CM) reactions is presented. These studies demonstrate the critical complementarity that exists between the two classes of chiral catalysts.

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Year:  2007        PMID： 17585770     DOI： 10.1021/ol071008h

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


  10 in total

1.  Enol ethers as substrates for efficient Z- and enantioselective ring-opening/cross-metathesis reactions promoted by stereogenic-at-Mo complexes: utility in chemical synthesis and mechanistic attributes.

Authors:  Miao Yu; Ismail Ibrahem; Masayuki Hasegawa; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-01-24       Impact factor: 15.419

2.  Chelated ruthenium catalysts for Z-selective olefin metathesis.

Authors:  Koji Endo; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2011-05-12       Impact factor: 15.419

3.  Z-selective homodimerization of terminal olefins with a ruthenium metathesis catalyst.

Authors:  Benjamin K Keitz; Koji Endo; Myles B Herbert; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2011-06-08       Impact factor: 15.419

Review 4.  Catalytic enantioselective olefin metathesis in natural product synthesis. Chiral metal-based complexes that deliver high enantioselectivity and more.

Authors:  Amir H Hoveyda; Steven J Malcolmson; Simon J Meek; Adil R Zhugralin
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

5.  Endo-selective enyne ring-closing metathesis promoted by stereogenic-at-Mo monoalkoxide and monoaryloxide complexes. Efficient synthesis of cyclic dienes not accessible through reactions with Ru carbenes.

Authors:  Yeon-Ju Lee; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-08-05       Impact factor: 15.419

6.  Design and stereoselective preparation of a new class of chiral olefin metathesis catalysts and application to enantioselective synthesis of quebrachamine: catalyst development inspired by natural product synthesis.

Authors:  Elizabeth S Sattely; Simon J Meek; Steven J Malcolmson; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

7.  Highly Z- and enantioselective ring-opening/cross-metathesis reactions catalyzed by stereogenic-at-Mo adamantylimido complexes.

Authors:  Ismail Ibrahem; Miao Yu; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-03-25       Impact factor: 15.419

8.  Stereoselectivity of supported alkene metathesis catalysts: a goal and a tool to characterize active sites.

Authors:  Christophe Copéret
Journal:  Beilstein J Org Chem       Date:  2011-01-05       Impact factor: 2.883

9.  Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds.

Authors:  Wolfgang Maison; Marina Büchert; Nina Deppermann
Journal:  Beilstein J Org Chem       Date:  2007-12-18       Impact factor: 2.883

10.  Evolution of catalytic stereoselective olefin metathesis: from ancillary transformation to purveyor of stereochemical identity.

Authors:  Amir H Hoveyda
Journal:  J Org Chem       Date:  2014-04-10       Impact factor: 4.354
  10 in total

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