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8450913 
Journal Article 
Asymmetric, regioselective direct aldol coupling of enones and aldehydes with chiral rhodium(bis-oxazolinylphenyl) catalysts 
Mizuno, M; Inoue, H; Naito, T; Zhou, L; Nishiyama, H 
2009 
Yes 
Chemistry: A European Journal
ISSN: 0947-6539
EISSN: 1521-3765 
15 
36 
8985-8988 
English 
A study was conducted to demonstrate asymmetric and regioselective direct aldol coupling of enones and aldehydes with chiral rhodium(bis-oxazolinphenyl) catalysts. It was demonstrated that the [Rh(Phebox) complex acted as a Lewis acid and a Brønsted base to to form a rhodium-enolate species. The rhodium complex 1a, compound 3, and silver trifluoromethanesulfonate were placed in a flask to conduct the investigations. The reaction mixture was directly introduced onto a silica-gel column and eluted with ethyl acetate and hexane to give the desired acetate product as a pale yellow. The diastereomeric ratio was determined by 1H NMR spectroscopy. 
Aldol reaction; Asymmetric catalysis; Dienolates; Enones; Rhodium