Roy, Tony ; Thangaraj, Manikandan ; Kaicharla, Trinadh ; Kamath, Rupa V. ; Gonnade, Rajesh G. ; Biju, Akkattu T. (2016) The Aryne [2,3] Stevens Rearrangement Organic Letters, 18 (20). pp. 5428-5431. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.6b02809
Related URL: http://dx.doi.org/10.1021/acs.orglett.6b02809
Abstract
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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128653 |
| Deposited On: | 03 Nov 2022 06:50 |
| Last Modified: | 03 Nov 2022 06:50 |
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