High Chirality Transfer in Chiral Selenimides via Sigmatropic Rearrangement

DOI: 10.1039/c39950001243

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1243 - 1244 (1995)

Update date:2022-08-11

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Authors:

Nishibayashi, Yoshiaki

Chiba, Takashi

Ohe, Kouichi

Uemura, Sakae

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Article abstract of DOI:10.1039/c39950001243

The imination of chiral cinnamyl 2-(1-dimethylaminoethyl)ferrocenyl selenides with phenyliodinane and chloramine-T affords the corresponding chiral allylic amines via <2,3>sigmatropic rearrangement of the selenimide intermediates with up to 87percent ee, highly diastereoselective imination of selenides and highly stereospecific <2,3>sigmatropic rearrangement being shown.

Full text of DOI:10.1039/c39950001243

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