volume 87 issue 7 pages 1601-1606

Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol

Wolfgang Giersch
Iris Farris
Publication typeJournal Article
Publication date2004-07-27
scimago Q2
wos Q3
SJR0.491
CiteScore3.0
Impact factor1.8
ISSN0018019X, 15222675
Catalysis
Organic Chemistry
Drug Discovery
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Treatment of cycloalkanone dimethyl acetals 3–6 with sorbyl alcohol (=(2E,4E)-hexa-2,4-dien-1-ol; 1) in the presence of acids afforded the novel cycloalkenones 8, 9, 11, and 13 via a domino reaction (Claisen rearrangement with intramolecular ene reaction and retro-ene reaction). Cyclopentenone 8 was readily transformed into 14 and 15, methyl homologues of racemic methyl jasmonate (16) and methyl dihydrojasmonate (=Hedione®; 17), respectively. The organoleptic properties of 14 and 15 are also discussed.
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Giersch W., Farris I. Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol // Helvetica Chimica Acta. 2004. Vol. 87. No. 7. pp. 1601-1606.
GOST all authors (up to 50) Copy
Giersch W., Farris I. Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol // Helvetica Chimica Acta. 2004. Vol. 87. No. 7. pp. 1601-1606.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/hlca.200490147
UR - https://doi.org/10.1002/hlca.200490147
TI - Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol
T2 - Helvetica Chimica Acta
AU - Giersch, Wolfgang
AU - Farris, Iris
PY - 2004
DA - 2004/07/27
PB - Wiley
SP - 1601-1606
IS - 7
VL - 87
SN - 0018-019X
SN - 1522-2675
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2004_Giersch,
author = {Wolfgang Giersch and Iris Farris},
title = {Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol},
journal = {Helvetica Chimica Acta},
year = {2004},
volume = {87},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/hlca.200490147},
number = {7},
pages = {1601--1606},
doi = {10.1002/hlca.200490147}
}
MLA
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MLA Copy
Giersch, Wolfgang, and Iris Farris. “Methyl Homologues of Methyl Jasmonate and Methyl Dihydrojasmonate (Hedione®) from Sorbyl Alcohol.” Helvetica Chimica Acta, vol. 87, no. 7, Jul. 2004, pp. 1601-1606. https://doi.org/10.1002/hlca.200490147.