Synthesis of Symmetrical Trisubstituted Olefins by Cross Metathesis
- 1 May 2002
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 4 (11) , 1939-1942
- https://doi.org/10.1021/ol0259793
Abstract
Trisubstituted alkenes have been prepared via intermolecular olefin cross-metathesis (CM) between α-olefins and symmetrically 1,1-disubstituted olefins using an imidazolylidene ruthenium benzylidene complex. Of particular interest is the synthesis of isoprenoid/prenyl groups by a simple solvent-free CM reaction with isobutylene. In addition, prenyl groups can also be installed by a cross-metathesis of 2-methyl-2-butene with a variety of α-olefins at room temperature with low catalyst loadings.Keywords
This publication has 23 references indexed in Scilit:
- The Development of L2X2RuCHR Olefin Metathesis Catalysts: An Organometallic Success StoryAccounts of Chemical Research, 2000
- The Simultaneous In-Situ Generation of Aldehydes and Phosphorus Ylides: A Convenient Multi-Step One-Pot Olefination ProtocolEuropean Journal of Organic Chemistry, 1999
- Domino Hydroformylation-Wittig ReactionsAngewandte Chemie International Edition in English, 1999
- Synthetic Studies of Antitumor Macrolide Rhizoxin: Stereoselective Syntheses of the C(1)−C(9) and C(12)−C(26) SubunitsThe Journal of Organic Chemistry, 1998
- Reaction between Ruthenium(0) Complexes and Dihalo Compounds. A New Method for the Synthesis of Ruthenium Olefin Metathesis CatalystsOrganometallics, 1997
- Synthesis and Applications of RuCl2(CHR‘)(PR3)2: The Influence of the Alkylidene Moiety on Metathesis ActivityJournal of the American Chemical Society, 1996
- A Series of Well‐Defined Metathesis Catalysts–Synthesis of [RuCl2(CHR′)(PR3)2] and Its ReactionsAngewandte Chemie International Edition in English, 1995
- Living ring-opening metathesis polymerization of 2,3-difunctionalized 7-oxanorbornenes and 7-oxanorbornadienes by Mo(CHCMe2R)(NC6H3-iso-Pr2-2,6)(O-tert-Bu)2 and Mo(CHCMe2R)(NC6H3-iso-Pr2-2,6)(OCMe2CF3)2Journal of the American Chemical Society, 1991
- Living ring-opening metathesis polymerization of 2,3-difunctionalized norbornadienes by Mo(:CHBu-tert)(:NC6H3Pr-iso2-2,6)(OBu-tert)2Journal of the American Chemical Society, 1990
- Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefinsJournal of the American Chemical Society, 1990