Synlett

Enantioselective [1, 2]-Stevens rearrangement using sugar-derived alkoxides as chiral promoters

K Tomooka, J Sakamaki, M Harada, R Wada

Index: Tomooka, Katsuhiko; Sakamaki, Junichiro; Harada, Manabu; Wada, Ryoji Synlett, 2008 , # 5 p. 683 - 686

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Citation Number: 4

Abstract

Abstract The first example of enantioselective base-induced [1, 2]-Stevens rearrangement was achieved by using the newly developed d-glucose-derived lithium alkoxide as a chiral promoter. This rearrangement provides an α-amino ketone having a pseudoquaternary chiral center in an enantioenriched form.