Enantiomeric synthesis of 9-hydroxy-(E)-2-decenoic acid, a queen honeybee pheromone

S-(+)-, R-(−)-, and (±)-9-hydroxy-(E)-2-decenoic acid have been synthesized by organocuprate-catalyzed opening of S-(−)-, R-(+)-, and racemic methyl oxiranes. This acid, of unknown chirality, is an important constituent of the honeybee queen's mandibular gland.

Saved in:
Bibliographic Details
Published inCanadian journal of chemistry Vol. 61; no. 6; pp. 1166 - 1168
Main Authors Kandil, Ali A, Slessor, Keith N
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 01.06.1983
Subjects
Apidae
Apis mellifera
Online AccessGet full text

Cover

More Information
Summary:S-(+)-, R-(−)-, and (±)-9-hydroxy-(E)-2-decenoic acid have been synthesized by organocuprate-catalyzed opening of S-(−)-, R-(+)-, and racemic methyl oxiranes. This acid, of unknown chirality, is an important constituent of the honeybee queen's mandibular gland.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0008-4042
1480-3291
DOI:10.1139/v83-208