Diastereoselective Synthesis of Diquinanes and Triquinanes Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based Precursors via a Cascade Reaction
Diastereoselective Synthesis of Diquinanes and Triquinanes Bearing Vicinal Quaternary Carbon Stereocenters from Acyclic Allene-based Precursors via a Cascade Reaction
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通过级联反应由无环丙二烯基前体非对映选择性合成带有邻位季碳立构中心的二奎烷和三奎烷
DOI：
10.1021/acs.orglett.7b01733
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发表时间：
2017-09-01
期刊：
影响因子：
5.2
通讯作者：
Yang, Zhen
中科院分区：
文献类型：
--
作者：
Li, Shuang;Zhang, Pengpeng;Yang, Zhen
在苯硫醇的作用下，烯丙烯与α，β-不饱和醛或酯之间的分子内[3+2]环加成反应被用于非对映选择性合成桥头两个四元原子的[3.3.0]双环体系。值得注意的是，这些结构复杂的系统可以在广泛的天然产品中找到。
A cascade benzenethiol-mediated intramolecular [3 + 2] cycloaddition reaction between an allene and an alpha,beta-unsaturated aldehyde or ester is developed for the diastereoselective synthesis of [3.3.0] bicyclic system bearing two quaternary atoms at their bridgehead positions. Notably, these structurally complex systems can be found in a wide range of natural products.