Microwave-Assisted Mild Conversion of Natural Dihydrotagetone into 5-Isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone, an Analogue of Whisky Lactone
Publication type: Journal Article
Publication date: 2007-02-13
scimago Q3
wos Q4
SJR: 0.279
CiteScore: 2.6
Impact factor: 0.9
ISSN: 00049425, 14450038
DOI:
10.1071/ch06380
General Chemistry
Abstract
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.
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Sinha A. et al. 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. 2007. Vol. 60. No. 2. p. 124.
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Sinha A., Joshi B. P., Sharma A. V., Kumar V., Acharya R. 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. 2007. Vol. 60. No. 2. p. 124.
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RIS
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TY - JOUR
DO - 10.1071/ch06380
UR - https://doi.org/10.1071/ch06380
TI - Microwave-Assisted Mild Conversion of Natural Dihydrotagetone into 5-Isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone, an Analogue of Whisky Lactone
T2 - Australian Journal of Chemistry
AU - Sinha, Arun
AU - Joshi, Bhupendra P
AU - Sharma, Anuj Vikrant
AU - Kumar, Vinod
AU - Acharya, Ruchi
PY - 2007
DA - 2007/02/13
PB - CSIRO Publishing
SP - 124
IS - 2
VL - 60
SN - 0004-9425
SN - 1445-0038
ER -
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BibTex (up to 50 authors)
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@article{2007_Sinha,
author = {Arun Sinha and Bhupendra P Joshi and Anuj Vikrant Sharma and Vinod Kumar and Ruchi Acharya},
title = {Microwave-Assisted Mild Conversion of Natural Dihydrotagetone into 5-Isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone, an Analogue of Whisky Lactone},
journal = {Australian Journal of Chemistry},
year = {2007},
volume = {60},
publisher = {CSIRO Publishing},
month = {feb},
url = {https://doi.org/10.1071/ch06380},
number = {2},
pages = {124},
doi = {10.1071/ch06380}
}
Cite this
MLA
Copy
Sinha, Arun, et al. “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, vol. 60, no. 2, Feb. 2007, p. 124. https://doi.org/10.1071/ch06380.