meso-7,11-Dimethylheptadecane, a female sex pheromone component of the spring hemlock looper, synth from ethyl 2-(bromomethyl)propenoate in 9 steps and 14% overall y. Key step is high diastereoselect chelation-controlled radical rxn of diethyl 4-benzyloxy-2,6-dimethyleneheptanedioate with pentyliodide performed in the presence of 6 equiv of MgBr2·OEt2.
CITATION STYLE
Nagano, H., Kuwahara, R., & Yokoyama, F. (2007). Radical stereoselect synth meso-7,11-dimethylheptadecane. Tetrahedron, 63(36), 8810–8814. Retrieved from http://www.sciencedirect.com/science/article/B6THR-4P0080G-3/2/d9ae02cb2b5150c4633dd3a898f1d6ee
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