Abstract
AbstractThe activation of chiral titanium(IV) complexes with phenolic N‐oxides additives has been found to provide an alternative strategy for the asymmetric cyanosilylation of ketones. By using 10 mol % of chiral salen−titanium(IV) complex in combination with 1 mol % achiral phenolic N‐oxide as an additive, aromatic, aliphatic and heterocyclic ketones have been converted into the corresponding cyanohydrin trimethylsilyl ethers in 58−96% yields with 56−82% ee. Several factors concerning the reactivity and enantioselectivity have been discussed. A catalytic cycle based on experimental phenomena and studies has been proposed to explain the origin of this activation and the asymmetric induction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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