A STEREOCONTROLLED SYNTHESIS OF Z AND E TERMINAL DIENES FROM PINACOL E-1-TRIMETHYLSILYL-1-PROPENE-3-BORONATE

Article abstract of DOI:10.1016/S0040-4039(01)90542-8

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 98percent Z or 99percent E 1,3-dienes, including the separate components of the red bollworm moth pheromone.