Literature DB >> 21250754

Endo-selective enyne ring-closing metathesis promoted by stereogenic-at-W mono-pyrrolide complexes.

Yu Zhao1, Amir H Hoveyda, Richard R Schrock.   

Abstract

The utility of W-alkylidene complexes for enyne ring-closing metathesis is demonstrated in a direct comparison with Mo-based analogs. Tungsten complexes lead to less alkyne oligomerization and higher levels of endo-selectivity and enantioselectivity.

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Year:  2011        PMID: 21250754      PMCID: PMC3039112          DOI: 10.1021/ol1030525

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


  15 in total

Review 1.  Enyne metathesis (enyne bond reorganization).

Authors:  Steven T Diver; Anthony J Giessert
Journal:  Chem Rev       Date:  2004-03       Impact factor: 60.622

2.  Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by MonoAryloxidePyrrolide (MAP) Catalysts.

Authors:  Margaret M Flook; Laura C H Gerber; Galia T Debelouchina; Richard R Schrock
Journal:  Macromolecules       Date:  2010-09-28       Impact factor: 5.985

3.  Synthesis of monoalkoxide monopyrrolyl complexes Mo(NR)(CHR')(OR'')(pyrrolyl): enyne metathesis with high oxidation state catalysts.

Authors:  Rojendra Singh; Richard R Schrock; Peter Müller; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2007-09-29       Impact factor: 15.419

4.  Ethenolysis reactions catalyzed by imido alkylidene monoaryloxide monopyrrolide (MAP) complexes of molybdenum.

Authors:  Smaranda C Marinescu; Richard R Schrock; Peter Müller; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

5.  Fundamental studies of tungsten alkylidene imido monoalkoxidepyrrolide complexes.

Authors:  Annie J Jiang; Jeffrey H Simpson; Peter Müller; Richard R Schrock
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

6.  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

7.  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

8.  Highly Z-selective metathesis homocoupling of terminal olefins.

Authors:  Annie J Jiang; Yu Zhao; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

9.  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

10.  Z-selective olefin metathesis processes catalyzed by a molybdenum hexaisopropylterphenoxide monopyrrolide complex.

Authors:  Margaret M Flook; Annie J Jiang; Richard R Schrock; Peter Müller; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-06-17       Impact factor: 15.419

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  4 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.  Z-selective metathesis homocoupling of 1,3-dienes by molybdenum and tungsten monoaryloxide pyrrolide (MAP) complexes.

Authors:  Erik M Townsend; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-07-02       Impact factor: 15.419

Review 3.  Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules.

Authors:  Valerian Dragutan; Ileana Dragutan; Albert Demonceau; Lionel Delaude
Journal:  Beilstein J Org Chem       Date:  2020-04-16       Impact factor: 2.883

4.  Ring-closing metathesis of prochiral oxaenediynes to racemic 4-alkenyl-2-alkynyl-3,6-dihydro-2H-pyrans.

Authors:  Viola Kolaříková; Markéta Rybáčková; Martin Svoboda; Jaroslav Kvíčala
Journal:  Beilstein J Org Chem       Date:  2020-11-13       Impact factor: 2.883

  4 in total

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