Enantioselective zinc-mediated conjugate alkynylation of saccharin-derived 1-aza-butadienes.

Chemical Communications : Chem Comm
Gonzalo BlayJosé R Pedro

Abstract

The enantioselective 1,4-alkynylation of conjugated imines derived from saccharin with aryl- and alkyl-substituted terminal alkynes has been achieved. The reaction mediated by diethylzinc in the presence of a catalytic amount of a bis(hydroxy)malonamide chiral ligand provides the corresponding imines bearing a propargylic stereocenter with moderate yields and fair to excellent enantioselectivities.

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