Efficient Synthesis of alpha,beta-Unsaturated Alkylimines Performed with Allyl Cations and Azides: Application to the Synthesis of an Ant Venom Alkaloid

[摘要]：An efficient synthesis of alpha,beta-unsaturated alkylimines at low temperature using azides has been developed. Carbocations generated from allyl alcohols helped achieve a rapid conversion under mild conditions with azides to afford reactive alpha,beta-unsaturated imines. Hydroxy or alkoxy groups are essential for these transformations, and utilizing readily accessible allyl alcohols gave a wide extension of substrates. The efficiency of this novel method is demonstrated in the total synthesis of an iminium ant venom alkaloid.

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