One‐Flask Tethered Ring Closing Metathesis–Electrocyclic Ring Opening for the Highly Stereoselective Synthesis of Conjugated Z/E‐Dienes
One‐Flask Tethered Ring Closing Metathesis–Electrocyclic Ring Opening for the Highly Stereoselective Synthesis of Conjugated Z/E‐Dienes
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DOI：
10.1002/ejoc.201101497
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发表时间：
2012-02
影响因子：
2.8
通讯作者：
B. Schmidt;O. Kunz
中科院分区：
文献类型：
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作者：
B. Schmidt;O. Kunz
一种单烧瓶反应序列，包括衍生自烯丙醇的丁烯酸酯的闭环复分解（RCM）和碱介导的开环，以高产率和立体选择性得到2 Z，4 E-构型的二烯酸。应用该方法合成的天然产物fusanesterone A的建议，原来公布的结构是错误的分配，并应加以修订。
A one-flask reaction sequence comprising ring closing metathesis (RCM) of butenoates derived from allylic alcohols and a base-mediated ring opening gives 2Z,4E-configured dienoic acids in high yields and stereoselectivities. Application of the method to the synthesis of the natural product fusanolide A suggests that the originally published structure was erroneously assigned and should be revised.