Abstract

Simple functionalisation of N-acetylglucosamine produces the modular ligand library naplephos, which combines the performance of ‘privileged’ ligands based on 1,2- trans-cyclohexanediamine with flexibility and accessibility. With the proper choice of substituents, the basic structure was suitably adapted to the Pd-catalysed asymmetric allylic alkylation of rac-( E)-1,3-diphenyl-2-propenyl acetate with dimethyl malonate, producing the ( S)-product in ee’s of up to 96% ee.

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