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Stereoselective [2,3]-sigmatropic rearrangement of chiral amine oxides derived from amino acids

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Citation

Reetz, M. T., & Lauterbach, E. H. (1991). Stereoselective [2,3]-sigmatropic rearrangement of chiral amine oxides derived from amino acids. Tetrahedron Letters, 32(35), 4481-4482. doi:10.1016/0040-4039(91)80017-Z.


Cite as: https://hdl.handle.net/21.11116/0000-000E-7B1D-9
Abstract
Chiral γ-N,N-dibenzylamino, α,β-unsaturated esters 1 are oxidized by m-chloro perbenzoic acid to form the amine oxides 2 which undergo a [2,3]-sigmatropic rearrangement with complete 1,3-transfer of chirality.