Stereoselective Allyl AmineSynthesis via Enantioselective Addition ofDiethylzincand Sigmatropic Rearrangement; Synthesis of Lentiginosine

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Abstract
A new synthetic method for the preparation of allyl amine derivatives has been developed. The key steps of this method are enantioselective addition of diethylzinc (Soai protocol) and allyl cyanate-to-isocyanate rearrangement. Successful application of this procedure realized the synthesis of lentiginosine (6).