Organic letters

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

T Hamada, T Torii, K Izawa, R Noyori, T Ikariya

Index: Hamada, Takayuki; Torii, Takayoshi; Izawa, Kunisuke; Noyori, Ryoji; Ikariya, Takao Organic Letters, 2002 , vol. 4, # 24 p. 4373 - 4376

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Citation Number: 119

Abstract

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 ...