Stereocontrolled Synthesis of Substituted Bicyclic Ethers through Oxy-Favorskii Rearrangement: Total Synthesis of (±)-Communiol E
Stereocontrolled Synthesis of Substituted Bicyclic Ethers through Oxy-Favorskii Rearrangement: Total Synthesis of (±)-Communiol E
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DOI：
10.1021/jo201064h
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发表时间：
2011-09-02
影响因子：
3.6
通讯作者：
Ryu, Ilhyong
中科院分区：
文献类型：
--
作者：
Kobayashi, Shoji;Kinoshita, Tatsuhiro;Ryu, Ilhyong
探索了氧-Favorskii重排形成支链顺式稠合双环醚的潜力。三级和四级中心都以高度立体定向的方式构建。甲醇和伯胺是有效的亲核试剂。在此基础上实现了（+/-）-公报醇E的全合成。
The potential of the oxy-Favorskii rearrangement to form branched cis-fused bicyclic ethers was explored. Both tertiary and quaternary centers were constructed in highly stereospecific manners. Methanol and primary amines were effective nucleophiles for the rearrangement. The total synthesis of (+/-)-communiol E was achieved based on this method.