TY - JOUR
T1 - Synthesis of both the enantiomers of lardolure, the aggregation pheromone of the acarid mite, lardoglyphus konoi
AU - Mori, Kenji
AU - Kuwahara, Shigefumi
PY - 1986
Y1 - 1986
N2 - Both the enantiomers of lardolure were synthesized in 100 % optical purity and 99.6 % diastereomeric purity by use of Fráter'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.
AB - Both the enantiomers of lardolure were synthesized in 100 % optical purity and 99.6 % diastereomeric purity by use of Fráter'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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U2 - 10.1016/S0040-4020(01)88157-6
DO - 10.1016/S0040-4020(01)88157-6
M3 - Article
AN - SCOPUS:21444438053
SN - 0040-4020
VL - 42
SP - 5539
EP - 5544
JO - Tetrahedron
JF - Tetrahedron
IS - 20
ER -