SYNTHESIS OF PROTECTED ALLYLIC AMINES FROM ALLYLIC PHENYL SELENIDES: IMPROVED CONDITIONS FOR THE CHLORAMINE T OXIDATION OF ALLYLIC PHENYL SELENIDES

DOI: 10.1016/S0040-4039(01)91136-0

Source and publish data:

Tetrahedron Letters p. 15 - 18 (1984)

Update date:2022-08-02

Topics:

Authors:

Fankhauser, John E.

Peevey, Richard M.

Hopkins, Paul B.

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Article abstract of DOI:10.1016/S0040-4039(01)91136-0

Anhydrous chloramine T in methanol is a highly effective reagent for the conversion of allylic phenyl selenides to the corresponding rearranged N-allylic-p-toluenesulfonamides.The reaction presumably proceeds via an allylic selenimide intermediate which undergoes <2,3>-sigmatropic rearrangement.

Full text of DOI:10.1016/S0040-4039(01)91136-0

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