Literature DB >> 12418884

New tandem catalysis: preparation of cyclic enol ethers through a ruthenium-catalyzed ring-closing metathesis-olefin isomerization sequence.

Amanda E Sutton1, Benjamin A Seigal, David F Finnegan, Marc L Snapper.   

Abstract

Tandem reactions that proceed with a single metal catalyst precursor offer novel opportunities for developing efficient new reaction sequences. In this regard, reaction conditions have been identified that allows for a tandem ring-closing metathesis-olefin isomerization sequence catalyzed by a common ruthenium precursor. Specifically, the tandem process generates cyclic enol ethers from a variety of readily available acyclic dienes in a single reaction vessel using Grubbs' ruthenium alkylidene.

Entities:  

Year:  2002        PMID: 12418884     DOI: 10.1021/ja028044q

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


  11 in total

1.  Stereodivergent construction of cyclic ethers by a regioselective and enantiospecific rhodium-catalyzed allylic etherification: total synthesis of gaur acid.

Authors:  P Andrew Evans; David K Leahy; William J Andrews; Daisuke Uraguchi
Journal:  Angew Chem Int Ed Engl       Date:  2004-09-13       Impact factor: 15.336

2.  Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: exploiting combinatorial catalysis.

Authors:  Sandeep K Ginotra; Jacob A Friest; David B Berkowitz
Journal:  Org Lett       Date:  2012-02-08       Impact factor: 6.005

3.  Synthesis and characterization of BODIPY-alpha-tocopherol: a fluorescent form of vitamin E.

Authors:  Ryan West; Candace Panagabko; Jeffrey Atkinson
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

4.  Ruthenium Vinyl Carbene Intermediates in Enyne Metathesis.

Authors:  Steven T Diver
Journal:  Coord Chem Rev       Date:  2007-03-01       Impact factor: 22.315

5.  Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols.

Authors:  Peter K Dornan; Zachary K Wickens; Robert H Grubbs
Journal:  Angew Chem Int Ed Engl       Date:  2015-04-27       Impact factor: 15.336

6.  Enantioselective total synthesis of (-)-acylfulvene and (-)-irofulven.

Authors:  Dustin S Siegel; Grazia Piizzi; Giovanni Piersanti; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2009-12-18       Impact factor: 4.354

7.  About the activity and selectivity of less well-known metathesis catalysts during ADMET polymerizations.

Authors:  Hatice Mutlu; Lucas Montero de Espinosa; Oĝuz Türünç; Michael A R Meier
Journal:  Beilstein J Org Chem       Date:  2010-12-03       Impact factor: 2.883

8.  Tandem catalysis of ring-closing metathesis/atom transfer radical reactions with homobimetallic ruthenium-arene complexes.

Authors:  Yannick Borguet; Xavier Sauvage; Guillermo Zaragoza; Albert Demonceau; Lionel Delaude
Journal:  Beilstein J Org Chem       Date:  2010-12-08       Impact factor: 2.883

9.  One-pot isomerization-cross metathesis-reduction (ICMR) synthesis of lipophilic tetrapeptides.

Authors:  Mouhamad Jida; Cecilia Betti; Peter W Schiller; Dirk Tourwé; Steven Ballet
Journal:  ACS Comb Sci       Date:  2014-06-18       Impact factor: 3.784

10.  Total synthesis of the indolizidine alkaloid tashiromine.

Authors:  Stephen P Marsden; Alison D McElhinney
Journal:  Beilstein J Org Chem       Date:  2008-01-26       Impact factor: 2.883

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