Literature DB >> 15176812

Efficient and Z-selective cross-metathesis of conjugated enynes.

Eric C Hansen1, Daesung Lee.   

Abstract

[reaction: see text] The generation of a conjugated alkynyl alkylidene has been achieved using an allyl ether moiety as an intramolecular catalyst delivery vehicle. The reaction of this intermediate with alkenes and alkynes yields conjugated enynes with Z-selectivity.

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Year:  2004        PMID: 15176812     DOI: 10.1021/ol049378i

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


  13 in total

1.  Allylmalonate as an activator subunit for the initiation of relay ring-closing metathesis reactions.

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2.  Synthesis of the reported structure of trans-africanan-1α-ol.

Authors:  Douglass F Taber; Sha Bai; Weiwei Tian
Journal:  J Org Chem       Date:  2011-11-10       Impact factor: 4.354

3.  Pseudopterosin synthesis from a chiral cross-conjugated hydrocarbon through a series of cycloadditions.

Authors:  Christopher G Newton; Samuel L Drew; Andrew L Lawrence; Anthony C Willis; Michael N Paddon-Row; Michael S Sherburn
Journal:  Nat Chem       Date:  2014-11-17       Impact factor: 24.427

4.  Experimental and Computational Study of the ( Z)-Selective Formation of Trisubstituted Olefins and Benzo-Fused Oxacycles from the Ruthenium-Catalyzed Dehydrative C-H Coupling of Phenols with Ketones.

Authors:  Hanbin Lee; Manoj V Mane; Ho Ryu; Debashis Sahu; Mu-Hyun Baik; Chae S Yi
Journal:  J Am Chem Soc       Date:  2018-08-03       Impact factor: 15.419

5.  Synthesis of (+)-didemniserinolipid B: application of a 2-allyl-4-fluorophenyl auxiliary for relay ring-closing metathesis.

Authors:  Christopher C Marvin; Eric A Voight; Judy M Suh; Christopher L Paradise; Steven D Burke
Journal:  J Org Chem       Date:  2008-09-24       Impact factor: 4.354

6.  Total synthesis of (3R,9R,10R)-panaxytriol via tandem metathesis and metallotropic [1,3]-shift as a key step.

Authors:  Eun Jin Cho; Daesung Lee
Journal:  Org Lett       Date:  2007-12-13       Impact factor: 6.005

7.  Tandem enyne metathesis-metallotropic [1,3]-shift for a concise total syntheses of (+)-asperpentyn, (-)-harveynone, and (-)-tricholomenyn A.

Authors:  Jingwei Li; Sangho Park; Reagan L Miller; Daesung Lee
Journal:  Org Lett       Date:  2009-02-05       Impact factor: 6.005

8.  Cyclic ruthenium-alkylidene catalysts for ring-expansion metathesis polymerization.

Authors:  Andrew J Boydston; Yan Xia; Julia A Kornfield; Irina A Gorodetskaya; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2008-08-27       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.  Catalytic Z-selective olefin cross-metathesis for natural product synthesis.

Authors:  Simon J Meek; Robert V O'Brien; Josep Llaveria; Richard R Schrock; Amir H Hoveyda
Journal:  Nature       Date:  2011-03-24       Impact factor: 49.962

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