No abstract

Chiral and C2-symmetrical 2,6-bis(4'-R-oxazolin-2'-yl)pyridines (pybox, la-e, R = t-Pr, sec-Bu, f-Bu, Et, and Ph) have been newly designed and synthesized from the corresponding optically active d-amino alcohols and pyridine-2,6-dicarboxylic acid as auxiliaries for metal-catalyzed reactions. We have found that the trivalent rhodium-pybox complexes 2a-e can act as catalysts for asymmetric reduction of ketones

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Merging cooperative Si-H bond activation and electrophilic aromatic substitution paves the way for C-3-selective indole C-H functionalization under electronic and not conventional steric control. The Si-H bond is heterolytically split by the Ru-S bond of a coordinatively unsaturated cationic ruthenium(II) complex, forming a sulfur-stabilized silicon electrophile. The Wheland intermediate of the subsequent Friedel-Crafts-type process is assumed to be deprotonated by the sulfur atom, no added base required. The overall catalysis proceeds without solvent at low temperature, only liberating dihydrogen.

Chiral bis(oxazolinylphenyl)amines proved to be efficient auxiliary ligands for iron and cobalt catalysts with high activity for asymmetric hydrosilylation of ketones and asymmetric conjugate hydrosilylation of enones.