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The addition products from the highly stereoselective conjugate additions of lithium (αS)-(α-methylbenzyl)allylamide to α,β- unsaturated tert-butyl esters are efficiently deallylated with tris(triphenylphosphine)rhodium(I) chloride and converted, after transesterification to the methyl esters and cyclisation with methylmagnesium bromide, to the corresponding homochiral N-(α-methylbenzyl)-4-substituted- azetidin-2-ones.

Original publication




Journal article


Journal of the Chemical Society, Chemical Communications

Publication Date



1109 - 1110