Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis

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 bindin...

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Bibliographic Details
Published in:Organic letters 2001-10, Vol.3 (20), p.3225-3228
Main Authors: Seiders, T. Jon, Ward, D. William, Grubbs, Robert H
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Furans - chemical synthesis
Organometallic Compounds - chemistry
Ruthenium - chemistry
Stereoisomerism
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0165692