104640-74-6Relevant academic research and scientific papers
Glucosylated suspensosides, water-soluble pheromone conjugates from the oral secretions of male Anastrepha suspensa
Walse, Spencer S.,Lu, Fang,Teal, Peter E. A.
experimental part, p. 1726 - 1731 (2009/07/30)
A diastereomeric mixture of the glycosylated pheromones (6R)- (1a) and (6S)-β-D-glucopyranosyl 2-(2,6-dimefhyl-6-vinylcyclohex-1-enyl)acetate (1b), which we named respectively suspensoside A and suspensoside B, was isolated from the oral secretions of male Caribbean fruit flies, Anastrepha suspensa. The absolute stereochemical configurations were established using microsample NMR instrumentation, chiral gas chromatography, and chemical synthesis utilizing pure enantiomers of anastrephin, (3aS,4R,7aS)- (4a) or (3aR,4S,7aR)-4,7a-dimethyl-4-vinylhexahydrobenzofuran-2(3H)one (4b), as the aglycon precursor.
Pheromone Synthesis,CV. Synthesis of Lactone Components of the Pheromone of Anastrepha suspensa, Suspensolide, and the Enantiomers of Anastrephin and Epianastrephin
Mori, Kenji,Nakazono, Yutaka
, p. 167 - 174 (2007/10/02)
The synthesis of suspensolide (1), (+)- and (-)-anastrephin (2), and (+)- and (-)-epianastrephin (3) was achieved from geraniol (4a).
Resolution and Assignment of Absolute Configuration to the Enantiomers of Anastrephin and Epianastrephin and Their Analogues
Strekowski, Lucjan,Visnick, Melean,Battiste, Merle A.
, p. 4836 - 4839 (2007/10/02)
A new chemical route for a facile resolution of racemates of trans-fused γ-lactones is presented.The method has been applied to the resolution of natural lactones anastrephin (1a) and epianastrephin (1b) and their three analogues 1c-e.Racemic lactones 1 a
