Total synthesis of brevetoxin A.
Total synthesis of brevetoxin A.
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短尾毒素A的全合成。
DOI：
10.1021/ol802710u
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发表时间：
2009
期刊：
影响因子：
5.2
通讯作者：
Emmitte,KyleA
中科院分区：
文献类型：
--
作者：
Crimmins,MichaelT;Zuccarello,JLucas;Ellis,JMichael;McDougall,PatrickJ;Haile,PamelaA;Parrish,JonathanD;Emmitte,KyleA
短链毒素 A 的全合成已被报道。由先前报道的高级片段制备的两个四环偶联伙伴通过霍纳-维蒂希烯化有效地结合。所得的八环化合物进一步发展为用于还原醚化的底物，其成功产生了倒数第二个四醇中间体。通过快速选择性氧化过程和随后的亚甲基化，四醇转化为天然产物。
A total synthesis of brevetoxin A is reported. Two tetracyclic coupling partners, prepared from previously reported advanced fragments, were effectively united via a Horner−Wittig olefination. The resulting octacycle was progressed to substrates that were explored for reductive etherification, the success of which led to a penultimate tetraol intermediate. The tetraol was converted to the natural product through an expeditious selective oxidative process followed by methylenation.