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Regioselection in the alkylation of trimethylsilylallyl anion - stereoselective synthesis of disubstituted alkenes
Authors:K Koumaglo  TH Chan
Institution:Department of Chemistry, McGill University, Montreal, Quebec, H3A 2K6 Canada
Abstract:The regioselection in the alkylation of trimethylsilylallyl anion can be controlled by the use of Schlosser's base to give predominately γ-product with trans-geometry at the double bond. Application of this approach to the synthesis of Z-9-tricosene and the Gypsy moth sex pheromone is demonstrated.
Keywords:
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