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Ring-Opening Reactions of Epoxides Catalyzed by Molybdenum(VI) Dichloride Dioxide

Kandasamy Jeyakumar, Dillip Kumar Chand*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India, Email:

K. Jeyakumar, D. K. Chand, Synthesis, 2008, 807-819.

DOI: 10.1055/s-2008-1032163

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Transformation of epoxides to β-alkoxy alcohols, acetonides, and α-alkoxy ketones is achieved by using molybdenum(VI) dichloride dioxide (MoO2Cl2) as a catalyst. Alcohol, aldehyde, oxime, tosyl, and tert-butyldimethylsilyl functional groups are tolerated during the methanolysis and acetonidation of the functionalized epoxides.

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Key Words

acetonides, 1,2-diols, α-hydroxy ketones, molybdenum, catalyst, epoxides, nucleophiles, ring opening, oxone

ID: J66-Y2008-0760