
Tetrahedron p. 5539 - 5544 (1986)
Update date:2022-08-03
Topics:
Mori, Kenji
Kuwahara, Shigefumi
Both the enantiomers of lardolure were synthesized in 100 percent optical purity and 99.6 percent diastereomeric purity by use of Frater's diastereoselective alkylation as the key-step.Since (1R,3R,5R,7R)-enantiomer showed the same ORD sign and bioactivity as those shown by the natural pheromone, the structure of lardolure was established unambiguously as (1R,3R,5R,7R)-1,3,5,7-tetramethyldecyl formate.
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