Highly diastereoselective epoxidation of allyl-substituted cycloalkenes catalyzed by metalloporphyrins

被引:21
作者
Chan, WK
Liu, P
Yu, WY
Wong, MK
Che, CM
机构
[1] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Open Lab Chem Biol, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1021/ol0496475
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. The "1 + H2O2" and "2 + 2,6-Cl(2)pyNO" protocols afforded trans-epoxides selectively in good yields (up to 99%) with up to >99:1 trans-selectivity.
引用
收藏
页码:1597 / 1599
页数:3
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