Synthesis and Enantioselective Gas Chromatography of Stereoisomers of 7,11‐Dimethylheptadecane − A Pheromone Component of  Lambdina  Species | Zendy

Chow Sharon | Zendy; Koenig Wilfried A. | Zendy; Kitching William | Zendy

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Synthesis and Enantioselective Gas Chromatography of Stereoisomers of 7,11‐Dimethylheptadecane − A Pheromone Component of Lambdina Species

Author(s) -

Chow Sharon,

Koenig Wilfried A.,

Kitching William

Publication year - 2004

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200300643

Subject(s) - enantioselective synthesis , chemistry , enantiomer , elution , pheromone , component (thermodynamics) , gas chromatography , stereochemistry , chromatography , hydrocarbon , organic chemistry , catalysis , physics , thermodynamics , biology , genetics

The stereoisomers of 7,11‐dimethylheptadecane exhibit a useful level of separation under enantioselective gas chromatographic conditions, using a modified cyclodextrin phase. Synthesis of the (7 R ,11 R ) isomer and coinjection studies establish the order of elution as (7 S ,11 S ), (7 R ,11 R ), and finally the meso form, the latter being a sex‐pheromone component of Lambdina species. Enantiomeric assays of natural samples containing this hydrocarbon system will now be possible. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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