Collect. Czech. Chem. Commun.
2002, 67, 83-90
https://doi.org/10.1135/cccc20020083
The First Synthesis of Geranyllinalool Enantiomers
Aleš Svatoš*, Klára Urbanová and Irena Valterová
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
Abstract
(3R)-(-)-Geranyllinalool and its (3S)-(+)-isomer were synthesized in 7 steps starting from both enantiomers of citramalic acid and geranyl bromide. The synthetic sequence established the absolute configurations of naturally occurring geranyllinalools for the first time.
Keywords: Terpenoids; Diterpenes; Alcohols; Absolute configuration; Marking pheromones; Bumblebees; Cuprates; Cross-coupling reactions; Carbometallation.
References: 35 live references.
