Literature DB >> 11574037

Enantioselective ruthenium-catalyzed ring-closing metathesis.

T J Seiders1, D W Ward, R H Grubbs.   

Abstract

[reaction: see text] The first enantioselective ruthenium olefin metathesis catalysts have been prepared, and high enantiomeric excesses (up to 90%) are observed in the desymmetrization of achiral trienes. A model consistent with the stereochemical outcome of the reactions is described and suggests side-on olefin binding and reorganization of the halide ligands.

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Year:  2001        PMID： 11574037     DOI： 10.1021/ol0165692

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


  20 in total

1.  Mo-catalyzed asymmetric olefin metathesis in target-oriented synthesis: enantioselective synthesis of (+)-africanol.

Authors:  Gabriel S Weatherhead; G A Cortez; Richard R Schrock; Amir H Hoveyda
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-31       Impact factor: 11.205

2.  New N-heterocyclic carbene ligand and its application in asymmetric nickel-catalyzed aldehyde/alkyne reductive couplings.

Authors:  Mani Raj Chaulagain; Grant J Sormunen; John Montgomery
Journal:  J Am Chem Soc       Date:  2007-07-12       Impact factor: 15.419

3.  Design and synthesis of C2-symmetric N-heterocyclic carbene precursors and metal carbenoids.

Authors:  Abigail Albright; Daniel Eddings; Regina Black; Christopher J Welch; Nikolay N Gerasimchuk; Robert E Gawley
Journal:  J Org Chem       Date:  2011-08-25       Impact factor: 4.354

Review 4.  Recent advances in ruthenium-based olefin metathesis.

Authors:  O M Ogba; N C Warner; D J O'Leary; R H Grubbs
Journal:  Chem Soc Rev       Date:  2018-06-18       Impact factor: 54.564

5.  Highly Z-selective and enantioselective ring-opening/cross-metathesis catalyzed by a resolved stereogenic-at-Ru complex.

Authors:  John Hartung; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2013-07-03       Impact factor: 15.419

6.  Synthesis of Pd Complexes Bearing an Enantiomerically-Resolved Seven-Membered N-Heterocyclic Carbene Ligands and Initial Studies of their Use in Asymmetric Wacker-Type Oxidative Cyclization Reactions.

Authors:  Christopher C Scarborough; Ana Bergant; Graham T Sazama; Ilia A Guzei; Lara C Spencer; Shannon S Stahl
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

Review 7.  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

8.  Highly active chiral ruthenium catalysts for asymmetric ring-closing olefin metathesis.

Authors:  Timothy W Funk; Jacob M Berlin; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2006-02-15       Impact factor: 15.419

9.  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

10.  Halide exchanged Hoveyda-type complexes in olefin metathesis.

Authors:  Julia Wappel; César A Urbina-Blanco; Mudassar Abbas; Jörg H Albering; Robert Saf; Steven P Nolan; Christian Slugovc
Journal:  Beilstein J Org Chem       Date:  2010-11-23       Impact factor: 2.883
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