期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 49, 页码 15411-15414出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609911
关键词
chiral BrOnsted acids; 1; 4-diols; ion pairs; organocatalysis; pinacol rearrangements
资金
- EPFL (Switzerland)
- Swiss National Science Foundation (SNSF)
An enantioselective pinacol rearrangement of functionalized (E)-2-butene-1,4-diols was developed. In the presence of a catalytic amount of a chiral BINOL-derived N-triflyl phosphoramide, these 1,4-diols rearranged to ,-unsaturated ketones in excellent yields and enantioselectivities. The formation of a chiral ion pair between the intermediary allylic cation and the chiral phosphoramide anion was postulated to be responsible for the highly efficient chirality transfer. These chiral building blocks were further converted into enantioenriched polysubstituted tetrahydrofuran and tetrahydronaphthalene derivatives.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据