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Synlett 1998; 1998(9): 987-988
DOI: 10.1055/s-1998-5739
DOI: 10.1055/s-1998-5739
letter
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Asymmetric [2,3]Sigmatropic Rearrangement of Optically Active Allylic Selenides
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199809/lookinside/thumbnails/10.1055-s-1998-5739-1.jpg)
Oxidation of an optically active allylic selenide derived from l-proline 1 with m-chloroperbenzoic acid afforded the corresponding chiral allylic alcohol 3 via asymmetric [2,3]sigmatropic rearrangement with fair enantioselectivity (up to 66% e.e.).
asymmetric [2,3]sigmatropic rearrangement - Se ⋅ ⋅ ⋅ N interaction - optically active allylic selenide - chiral selenoxide