%0 Journal Article %J Organic Letters %D 2016 %T Aryne [2,3] stevens rearrangement %A Roy, Tony %A Thangaraj, Manikandan %A Kaicharla, Trinadh %A Kamath, Rupa V. %A Gonnade, Rajesh G. %A Biju, Akkattu T. %X

Arynes are employed in the transition-metal-free and mild [2,3] Stevens rearrangement of tertiary allylic amines for the synthesis of functionalized homoallylic amines in moderate to good yield with a broad substrate scope. The key nitrogen ylide intermediate was generated by the N-arylation of allyl amines using arynes. Moreover, the reaction of chiral allyl amines with arynes resulted in the enantiospecific synthesis of homoallylic amines. In addition, preliminary studies on the [1,2] Stevens rearrangement is also presented.

%B Organic Letters %V 18 %P 5428-5431 %8 OCT %G eng %N 20 %3

Foreign

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%R 10.1021/acs.orglett.6b02809