Ruthenium-Catalyzed Tandem Olefin Metathesis-Oxidations

Andrew A. Scholte, Mi Hyun An and Marc L. Snapper*

*Department of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, Massachusetts 02467-3860, Email: marc.snapperbc.edu

A. A. Scholte, M. H. An, M. L. Snapper, Org. Lett., 2006, 8, 4759-4762.

DOI: 10.1021/ol061837n

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Abstract

Grubbs' 2nd generation metathesis catalyst can be used in tandem olefin metathesis/oxidation protocols. These ruthenium-catalyzed processes provide access to cis-diols or α-hydroxy ketones from simple olefinic starting materials.

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Preparation of Aliphatic Ketones through a Ruthenium-Catalyzed Tandem Cross-Metathesis/Allylic Alcohol Isomerization

D. Finnegan, B. A. Seigal, M. L. Snapper, Org. Lett., 2006, 8, 2603-2606.

Key Words

Olefin Metathesis, Ring-Closing Metathesis, Cross Metathesis, Dihydroxylation, α-Ketohydroxylation, Sodium Periodate, Oxone

ID: J54-Y2006-3170