A Highly Practical and Enantioselective Reagent for the Allylation of Aldehydes


  • Financial support was provided by the Sumitomo Corp. (postdoctoral support of K.K.). We thank Merck Research Laboratories for generous financial support. J.L.L. is a recipient of a Pfizer Award for Creativity in Organic Chemistry.


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Strain at silicon is the key to success of reagent 1 since this strain, which is induced by the diazasilacyclopentane ring, determines its reactivity. This practical and general new reagent for the highly enantioselective allylation of aldehydes is easily prepared as an air-stable solid and may be stored without significant decomposition.