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Chiral N,N‐chelates of formula 6‐Me‐pyridine–2‐CH=N–R (1) and R–N=CH–CH=N–R (2) (R = 6‐deoxy‐α‐D‐glucoside or 6‐deoxy‐α‐D‐mannoside residue) and their palladium(0) complexes [Pd(N,N‐chelate)(olefin)] (I) were prepared. Symmetrical type 2 ligands induced higher enantioselectivity in the coordination of prochiral olefins. The ability of a type 1 chelate to promote a stereoselective process was also assessed, i.e. dimethylfumarate inserted into the Pd–Me bond formed upon methylation of a type I complex with 50% ee. Finally, a water‐soluble Pd0 complex was also prepared by deprotecting the alcoholic functions on the sugar residue, and its molecular structure determined through X‐ray diffractometry.

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New bidentate nitrogen ligands based on α-D-mannose were prepared and investigated by preparing a family of platinum(0) complexes of formula [Pt(N,N-chelate)(η2-olefin)]. The ability of one N,N-chelate to induce a stereoselective reaction in water was assessed.