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

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 24期

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

页码：4373 / 4376

页数：4