1,4-Asymmetric induction self-immolative

The transfer of chirality from nitrogen to carbon has been observed for the [1,2] Stevens rearrangement of (/ )-benzyl(methyl)phenyl(2-propenyl)ammonium iodide55. The product of the reaction was assigned the S configuration based on degradation studies unfortunately, details regarding the extent of asymmetric induction in this unusual example of self-immolative chirality transfer are unavailable. 

From the viewpoint of organic chemistry, the present system is quite interesting the system involves self-immolative transfer of the axial chirality at the carbonyl group of the oxidized form into the central chirality at the 4 position of the corresponding reduced form and vice versa. In this sense, this reaction system may be claimed as asymmetric inductions of a brand-new type (chirality sink). There are a few reports of one-way transfer of a chirality into another chirality of different type (Meyers and Wettlaufer 1984). 

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