Enantioselective dioxytosylation of styrenes using lactate-based chiral hypervalent iodine(III)

Beilstein Journal of Organic Chemistry

Morifumi Fujita¹  Koki Miura¹  Takashi Sugimura¹ 

[1] Graduate School of Material Science, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan;

关键词: 1,2-difunctionalization of alkenes;    enantioselective synthesis;    hypervalent iodine;    oxidation;   

DOI  :  10.3762/bjoc.14.53

来源: DOAJ

【 摘 要 】

A series of optically active hypervalent iodine(III) reagents prepared from the corresponding (R)-2-(2-iodophenoxy)propanoate derivative was employed for the asymmetric dioxytosylation of styrene and its derivatives. The electrophilic addition of the hypervalent iodine(III) compound toward styrene proceeded with high enantioface selectivity to give 1-aryl-1,2-di(tosyloxy)ethane with an enantiomeric excess of 70–96% of the (S)-isomer.

【 授权许可】

Unknown