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Dependence of enantioselectivity on the ligand/metal ratio in the asymmetric Michael addition of indole to benzylidene malonates: Electronic influence of substrates

Schatz, A. ; Rasappan, R. ; Hager, M. ; Gissibl, A. ; Reiser, O.



Abstract

Simple bis(oxazoline) ligands, especially azabis(oxazolines), call promote the copper(II)-catalyzed Michael addition of indoles to benzylidene malonates with up to > 99% ee (ee = enantiomeric excess), provided that the ligand/metal ratio is tuned meticulously With particular regard to the electronic properties of the Substrate. Despite a common paradigm followed in many asymmetric catalyses, an ...

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