Sinha, Arun K and Joshi, B P and Sharma, A and Kumar, V and Acharya, Ruchi (2007) Microwave-Assisted Mild Conversion of Natural Dihydrotagetone into 5-Isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone, an Analogue of Whisky Lactone*. Australian Journal of Chemistry, 60 (2). pp. 124-127.

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A microwave-assisted mild protocol is developed for the synthesis of 5-isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone, an analogue of whisky lactone, from dihydrotagetone, an acyclic monoterpenoid obtained from Tagetes minuta. The methodology involved oxidation of dihydrotagetone in the presence of sodium metaperiodate/potassium permanganate/alumina to give 2,6-dimethyl-4-oxo-heptanoic acid, which upon reduction and subsequent lactonization provided 5-isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone. The reaction is also conducted under conventional conditions and is compared with the microwave method.

Item Type: Article
Subjects: Natural Product Chemistry
Depositing User: Dr. Aparna Maitra Pati
Date Deposited: 30 Dec 2011 05:01
Last Modified: 03 Jan 2013 12:57

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