Highly Enantioselective Cyanosilylation of Aldehydes Catalyzed by Novel β-Amino Alcohol-Titanium Complexes
Yan Li, Bin He, Bo Qin, Xiaoming Feng* and Guolin Zhang
*Key Laboratory of Green Chemistry & Technology (Sichuan University),
Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064,
China, Email: xmfeng
scu.edu.cn
Y. Li, B. He, B. Qin, X. Feng, G. Zhang, J. Org. Chem., 2004, 69, 7910-7913.
DOI: 10.1021/jo0488356 (free Supporting Information)
Abstract
A β-amino alcohol-Ti(Oi-Pr)4 complex has been shown to catalyze the enantioselective cyanosilylation of aldehydes efficiently. Aromatic, conjugated, heteroaromatic, and aliphatic aldehydes were converted to their corresponding cyanohydrin trimethylsilyl ethers in 90-99% yields with up to 94% ee under mild conditions in the presence of 5 mol-% of the complex catalyst.
see article for more examples
Zusammenfassung
Ein β-Aminoalkohol-Ti(Oi-Pr)4-Komplex katalysiert die enantioselektive Cyansilylierung von Aldehyden effektiv. Aromatische, konjugierte, heteroaromatische, und aliphatische Aldehyde werden in >90% Ausbeute und bis zu einem ee von 94% in Gegenwart von 5% des Komplexes in die entsprechenden Trimethylsilylether der Cyanhydrine umgesetzt.
Key Words
Schlüsselworte
Cyanhydrine
ID: J42-Y2004-1150
