Asymmetric Oxyselenenylation of Olefins Using Optically Active Selenobinaphthyls and<i>d</i>-Menthol as a Nucleophile
作者:Ken-ichi Fujita、Michio Iwaoka、Shuji Tomoda
DOI:10.1246/cl.1992.1123
日期:1992.7
to improve the diastereomeric excess (d.e.) in asymmetric oxyselenenylation of symmetrical cis-olefins using bis [(R)-2′-acetylamino-1,1′-binaphthalene)-2-yl] diselenide, the use of d- and l-menthol was examined as nucleophiles. The d.e. was further enhanced for symmetrical cis-olefins as well as trans-β-methylstyrene by using d-menthol due to double stereodifferentiation between the (R)-binaphthyl
为了改善使用双 [(R)-2'-乙酰氨基-1,1'-联萘)-2-基] 二硒化物的对称顺式烯烃的不对称氧化硒化中的非对映体过量 (de),使用 d-和L-薄荷醇作为亲核试剂进行检测。由于 (R)-联萘和 d-薄荷醇之间的双立体分化,使用 d-薄荷醇进一步增强了对称顺式烯烃和反式-β-甲基苯乙烯的 de。