Practical synthesis of optically active styrene oxides via reductive transformation of 2-chloroacetophenones with chiral rhodium catalysts

被引:116
作者
Hamada, T
Torii, T
Izawa, K
Noyori, R
Ikariya, T
机构
[1] Ajinomoto Co Inc, AminoSci Labs, Kawasaki Ku, Kawasaki, Kanagawa 2108681, Japan
[2] Nagoya Univ, Dept Chem, Nagoya, Aichi 4648602, Japan
[3] Nagoya Univ, Res Ctr Mat Sci, Nagoya, Aichi 4648602, Japan
[4] Tokyo Inst Technol, Grad Sch Sci & Engn, Meguro Ku, Tokyo 1528552, Japan
[5] Japan Sci & Technol Cooperat, CREST, JST, Meguro Ku, Tokyo 1528552, Japan
关键词
D O I
10.1021/ol020213o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical method for the synthesis of optically active styrene oxides has been developed via formation of optically active 2-chloro-1-phenylethanols generated by reductive transformation of ring-substituted 2-chloroacetophenones. The optically active alcohols with up to 98% ee are obtainable from the asymmetric reduction of acetophenones with an S/C = 1000-5000 with a formic acid triethylamine mixture containing a well-defined chiral Rh complex, Cp*RhCl[(R,R)-Tsdpen].
引用
收藏
页码:4373 / 4376
页数:4
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