Ghorai, Manas K. ; Kumar, Amit ; Das, Kalpataru (2007) Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines Organic Letters, 9 (26). pp. 5441-5444. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/ol7023218
Related URL: http://dx.doi.org/10.1021/ol7023218
Abstract
A highly efficient strategy for Cu(OTf)2-mediated ring-opening of 2-aryl-N-tosylazetidines in polar and coordinating solvents followed by an unprecedented rearrangement to substituted achiral and chiral (E)-allylamines (ee >99%) is reported. The methodology has been applied for the synthesis of γ-unsaturated-β-amino acids. A plausible mechanism for the rearrangement is also described.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 117127 |
| Deposited On: | 15 Apr 2021 08:02 |
| Last Modified: | 15 Apr 2021 08:02 |
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