86040-20-2Relevant academic research and scientific papers
Chiral Buildung Units from Carbohydrates, IX. - Synthesis of Enantiomeric 2,8-Dimethyl-1,7-dioxaspiroundecan-4-ols, Components from the Pheromone Bouquet of Andrena wilkella
Redlich, Hartmut,Schneider, Bernd
, p. 412 - 424 (2007/10/02)
The enantiomeric spiro acetals 29 and 35 are synthesized via the open-chained compounds 27 and 33 which are obtained by connecting the open-chained, D- or L-threo configurated, blocked trideoxytrimethylene dithioacetals IV with 1-iodo-4-(tetrahydropyranoloxy)pentane (1).One of the two enantiomers 29 or 35 represents a component from the pheromone bouquet of Andrena wilkella.The synthesis of racemic 1 is described as well as the synthesis of 1 in optically pure form in two different, independent ways, starting from D-glyceraldehyde and D-glucose.
