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A stereocontrolled synthesis of Z and E terminal dienes from pinacol E-1-trimethylsilyl-1-propene-3-boronate
Authors:David Jieh Shyh Tsai  Donald S Matteson
Institution:Department of Chemistry, Washington State University, Pullman, Washington 99164 U.S.A.
Abstract:Pinacol E-1-trimethylsilyl-1-propene-3-boronate reacts with aldehydes to form (±)-(R*,S*)-3-trimethylsilyl-4-hydroxy-1-alkenes, which can be deoxysilylated stereoselectively to either 98% Z or 99% E 1,3-dienes, including the separate components of the red bollworm moth pheromone.
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