Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent

doi:10.3390/90700541

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

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Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent

Katsuyuki Nakashima, Sanae Okamoto, Masakazu Sono and Motoo Tori *

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 770-8514, Japan

* Author to whom correspondence should be addressed.

Received: 26 December 2003; in revised form: 24 March 2004 / Accepted: 3 April 2004 / Published: 30 June 2004

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Abstract: 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.

Keywords: Grubbs reagent; allylic alcohol; isomerization; ketone.

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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.

AMA Style

Nakashima K., Okamoto S., Sono M., Tori M. Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent. Molecules. 2004; 9(7):541-549.

Chicago/Turabian Style

Nakashima, Katsuyuki; Okamoto, Sanae; Sono, Masakazu; Tori, Motoo. 2004. "Isomerization Reactions of Allylic Alcohols into Ketones with the Grubbs Reagent." Molecules 9, no. 7: 541-549.

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