A novel, facile approach to frondosin B and 5-epi-liphagal via a new [4 + 3]-cycloaddition.

A novel, facile approach to frondosin B and 5-epi-liphagal via a new [4 + 3]-cycloaddition.
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DOI:
10.1021/ol3020013
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发表时间:
2012-08
期刊:
影响因子:
5.2
通讯作者:
Jie Zhang;Liqi Li;Yongxiang Wang;Wen-Juan Wang;Jijun Xue;Ying Li
Jie Zhang;Liqi Li;Yongxiang Wang;Wen-Juan Wang;Jijun Xue;Ying Li
中科院分区:
化学1区
文献类型:
--
作者:
Jie Zhang;Liqi Li;Yongxiang Wang;Wen-Juan Wang;Jijun Xue;Ying Li

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本文报道了苯并呋喃烯丙醇与二烯烃在邻苯二磺酸作用下的[4 + 3]-环加成反应。以该环加成反应为关键步骤,发展了一种新的合成6,7,5-三环类化合物的方法,并以较短的路线以较高的产率合成了frondosin B(1)和5-epi-liphagal(2)。
A new [4 + 3]-cycloaddition between benzofuran allylic alcohols and dienes, promoted by camphorsulfonic acid, has been identified. A novel strategy which used this cycloaddition as a key step has been developed for the synthesis of 6,7,5-tricyclic skeleta, and syntheses toward frondosin B (1) and 5-epi-liphagal (2) have been achieved via short routes in good yields.