Asymmetric Dehydrative C-, N-, and O-Allylation Using Naph-diPIM-dioxo-i-Pr–CpRu/p-TsOH Combined Catalyst

Abstract

(S,S)- or (R,R)-Naph-diPIM-dioxo-i-Pr–CpRu(II) complex with a Brønsted acid catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The new soft Ru/hard H⁺ combined catalyst can also be used for intramolecular C-, N-, and O-allylations, giving nearly enantiomerically pure α-alkenyl-substituted cyclic compounds. As water is only the co-product, the synthetic process can be readily scaled up.

Key words

dehydrative allylation - asymmetric catalysis - cyclopentadienyl ruthenium - chiral bidentate sp²N ligand

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