A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach
Publication type: Journal Article
Publication date: 1990-01-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The pure four stereoisomers of 3,ll-dimethyl-2-nonacosanone (1), the female-produced sex pheromone of the German cockroach, were synthesized starting from ( R )-citronellol ( 2 a) and ethyl ( R )-3-hydroxybutanoate ( 3 ). The key step was the chromatographic separation of (5RS,6R)-6-hydroxy-5-methyl-2-heptanone ( 16 a) to give pure ( 5R,6R - and) 5S,6R -isomers. All of the four stereoisomers of 1 were bioactive.
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Total citations:
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Citations from 2024:
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(10.71%)
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GOST
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Mori K., Takikawa H. A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach // Tetrahedron. 1990. Vol. 46. No. 13-14. pp. 4473-4486.
GOST all authors (up to 50)
Copy
Mori K., Takikawa H. A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach // Tetrahedron. 1990. Vol. 46. No. 13-14. pp. 4473-4486.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/s0040-4020(01)85576-9
UR - https://doi.org/10.1016/s0040-4020(01)85576-9
TI - A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach
T2 - Tetrahedron
AU - Mori, K.
AU - Takikawa, Hirosato
PY - 1990
DA - 1990/01/01
PB - Elsevier
SP - 4473-4486
IS - 13-14
VL - 46
SN - 0040-4020
SN - 1464-5416
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1990_Mori,
author = {K. Mori and Hirosato Takikawa},
title = {A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach},
journal = {Tetrahedron},
year = {1990},
volume = {46},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/s0040-4020(01)85576-9},
number = {13-14},
pages = {4473--4486},
doi = {10.1016/s0040-4020(01)85576-9}
}
Cite this
MLA
Copy
Mori, K., and Hirosato Takikawa. “A new synthesis of the four stereoisomers of 3,11-dimethyl-2-nonacosanone, the female-produced sex pheromone of the german cockroach.” Tetrahedron, vol. 46, no. 13-14, Jan. 1990, pp. 4473-4486. https://doi.org/10.1016/s0040-4020(01)85576-9.