130247-62-0Relevant articles and documents
Preparation of functionalized Z-olefins using 1,1-dimetalloalkanes
Tucker,Knochel
, p. 530 - 536 (2007/10/02)
1,1-Dimetalloalkanes obtained by the allylzincation of alkenylmagnesium compounds react smoothly with various functionalized alkylidenemalonates providing functionalized Z-olefins in good yields. If dimenthyl alkylidenemalonates are used, then excellent stereoselectivities are observed (92:8 to 100:0). An application to a short stereospecific synthesis of an insect pheromone [(Z)-7-dodecenyl acetate] is described (> 99.9% Z, 70% overall yield).