Diversified Cycloisomerization/Diels-Alder Reactions of 1,6-Enynes through Bimetallic Relay Asymmetric Catalysis

Diversified Cycloisomerization/Diels-Alder Reactions of 1,6-Enynes through Bimetallic Relay Asymmetric Catalysis
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通过双金属继电器不对称催化实现 1,6-烯炔的多样化环异构化/Diels-Alder 反应

DOI:
10.1002/anie.201900421
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发表时间:
2019
期刊:
Angewandte Chemie International Edition
影响因子:
--
通讯作者:
Xiaoming Feng
Xiaoming Feng
中科院分区:
其他
文献类型:
--
作者:
Haifeng Zheng;Yan Wang;Chaoran Xu;Qian Xiong;Lili Lin;Xiaoming Feng

文献摘要

相似文献

我们报道了过渡金属催化的1,6-烯炔的多种环异构化反应与手性刘易斯酸促进的不对称Diels-Alder反应相结合,实现了1,6-烯炔与缺电子烯烃的不对称环异构化/Diels-Alder接力反应.可以以高收率(高达99%)获得广谱的手性[5,6]-双环产物,具有优异的非对映选择性(>19:1 dr)和对映选择性(高达99%ee)。
We report the combination of transition‐metal‐catalyzed diversified cycloisomerization of 1,6‐enynes with chiral Lewis acid promoted asymmetric Diels–Alder reaction to realize asymmetric cycloisomerization/Diels–Alder relay reactions of 1,6‐enynes with electron‐deficient alkenes. A broad spectrum of chiral [5,6]‐bicyclic products could be acquired in high yields (up to 99 %) with excellent diastereoselectivy (>19:1 dr) and enantioselectivity (up to 99 %ee).