Effective Activation of the Chiral Salen/Ti(O i Pr) 4  Catalyst with Achiral Phenolic  N ‐Oxides as Additives in the Enantioselective Cyanosilylation of Ketones | Zendy

He Bin | Zendy; Chen FuXue | Zendy; Li Yan | Zendy; Feng Xiaoming | Zendy; Zhang Guolin | Zendy

Premium

Effective Activation of the Chiral Salen/Ti(O i Pr) 4 Catalyst with Achiral Phenolic N ‐Oxides as Additives in the Enantioselective Cyanosilylation of Ketones

Author(s) -

He Bin,

Chen FuXue,

Li Yan,

Feng Xiaoming,

Zhang Guolin

Publication year - 2004

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400411

Subject(s) - chemistry , cyanohydrin , enantioselective synthesis , catalysis , reactivity (psychology) , asymmetric induction , organic chemistry , trimethylsilyl , propylene oxide , titanium , ketone , trimethylsilyl cyanide , medicinal chemistry , polymer chemistry , ethylene oxide , polymer , medicine , alternative medicine , pathology , copolymer

The 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)

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research