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Molecules 2004, 9(7), 541-549; doi:10.3390/90700541

Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 770-8514, Japan
Author to whom correspondence should be addressed.
Received: 26 December 2003 / Revised: 24 March 2004 / Accepted: 3 April 2004 / Published: 30 June 2004
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Allylic alcohols were isomerized into ketones by the action of the Grubbs reagent. Some model alcohols were prepared and tested under similar conditions to reveal that less substituted alkenes rearrange more easily. More hindered alcohols are stable under these conditions, however, the simple allylic alcohols tend to isomerize producing ethyl ketone and the corresponding degraded methyl ketone. View Full-Text
Keywords: Grubbs reagent; allylic alcohol; isomerization; ketone. Grubbs reagent; allylic alcohol; isomerization; ketone.

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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Nakashima, K.; Okamoto, S.; Sono, M.; Tori, M. Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent. Molecules 2004, 9, 541-549.

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