Enantioselective epoxidation of conjugated Z-olefins with newly modified Mn(salen) complex
Enantioselective epoxidation of conjugated Z-olefins with newly modified Mn(salen) complex
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DOI：
10.1246/cl.2007.46
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发表时间：
2007-01-05
影响因子：
1.6
通讯作者：
Katsuki, Tsutomu
中科院分区：
文献类型：
--
作者：
Egami, Hiromichi;Irie, Ryo;Katsuki, Tsutomu
在4-苯基吡啶氮氧化物存在下，在C3，C3 '，C5和C5'上带有1-乙基-1-甲基丙基的手性Mn（salen）配合物3比在相同碳原子上带有叔丁基的配合物1具有更高的不对称性，尤其是对低亲核性的共轭Z-烯烃。较高的对映体选择性被认为是由于1-乙基-1-甲基丙基在C3和C3 '的Me-平面构象。
Chiral Mn(salen) complex 3 bearing a 1-ethyl-1-methylpropy1 group at C3, C3', C5, and C5' was found to induce higher asymmetry in the epoxidation of conjugated Z-olefins, especially less nucleophilic ones, in the presence of 4-phenylpyridine Noxide than complex 1 bearing a t-butyl group at the same carbons. The higher enantioselectivity was considered to be attributable to Me-in-plane conformation of the 1-ethyl-1-methylpropy1 group at C3 and C3'.