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Synfacts 2015; 11(4): 0387
DOI: 10.1055/s-0034-1380468
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Ruthenium-Catalyzed Z-Selective Cross-Metathesis of Allylic Alcohols

Contributor(s):
Hisashi Yamamoto
,
Yasushi Shimoda
Koh MJ, Khan RK. M, Torker S, Yu M, Mikus MS, Hoveyda AH * Boston College, Chestnut Hill, USA
High-Value Alcohols and Higher-Oxidation-State Compounds by Catalytic Z-Selective Cross-Metathesis.

Nature 2015;
517: 181-186
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Further Information

Publication History

Publication Date:
18 March 2015 (online)

 
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Key words

metathesis - alkenes - ruthenium

Significance

The authors describe a ruthenium complex catalyzed Z-selective cross-metathesis to afford (Z)-allylic alcohols. The reaction conditions are very mild and a wide range of functional groups (for example, aldehydes, carboxylic acids, phenols, and enol ethers) is tolerated.


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Comment

Using a ruthenium–disulfide complex, highly valuable (Z)-alkenes are obtained from easily available alkenes and (Z)-allylic alcohols. Theoretical studies provide a better understanding of this catalyst design.


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