Studies on the identification and synthesis of insect pheromone——ⅩⅪⅤ.Synthesis of(7R,8S)-(+)-and(7S,

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Condensation of the epoxy aldehyde 2 or 2’ prepared by Sharpless asymmetric epoxyda-tion in 96—97% yield,with trimethylsilane lithiated 3 gave 7 or 7’,which after transformation to thecorresponding acetoxyl compound 8 or 8’ afforded the title compound 1a or 1b via β-acetoxysilaneelimination and catalytic homogeneous hydrogenation.The configurations of the stereoisomers of7 and 7’ were determined. Condensation of the epoxy aldehyde 2 or 2 ’prepared by Sharpless asymmetric epoxydation in 96-97% yield, with trimethylsilane lithiated 3 gave 7 or 7’, which after transformation to thecorresponding acetoxyl compound 8 or 8 ’afforded the title compound 1a or 1b via β-acetoxysilaneelimination and catalytic homogeneous hydrogenations. These configurations of the stereoisomers of 7 and 7 ’were determined.
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