Stereospecific inversion of secondary tosylates to yield chiral methyl-branched building blocks, applied to the asymmetric synthesis of leafminer sex pheromones
T Taguri, R Yamakawa, T Fujii, Y Muraki, T Ando
Index: Taguri, Tomonori; Yamakawa, Rei; Fujii, Toru; Muraki, Yuta; Ando, Tetsu Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 852 - 858
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Citation Number: 9
Abstract
All four of the possible stereoisomers of 5, 9-dimethylheptadecane, the major sex pheromone component secreted by female moths of the mountain-ash bentwing (Leucoptera scitella), were synthesized by the coupling of two chiral blocks with a methyl branch at the 2-or 3-position. The blocks were prepared by applying the stereospecific inversion of secondary tosylates, which were derived from (R)-and (S)-propylene oxide, ...
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