Phosphine-Catalyzed Asymmetric Formal [4+2] Tandem Cyclization of Activated Dienes with Isatylidenemalononitriles: Enantioselective Synthesis of Multistereogenic Spirocyclic Oxindoles

Phosphine-Catalyzed Asymmetric Formal [4+2] Tandem Cyclization of Activated Dienes with Isatylidenemalononitriles: Enantioselective Synthesis of Multistereogenic Spirocyclic Oxindoles
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DOI:
10.1002/adsc.201301070
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发表时间:
2014-03-10
影响因子:
5.4
通讯作者:
Shi, Min
Shi, Min
中科院分区:
化学2区
文献类型:
--
作者:
Hu, Fang-Le;Wei, Yin;Shi, Min

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在双功能手性膦催化剂催化下,首次在异戊二烯二腈和活化二烯之间进行了高对映选择性的形式[4+2]串联环化反应,得到了多立体环氧吲哚,收率高,光学纯度高。该反应通过Rauhut-Currier/Michael/Rauhut-Currier反应序列串联完成。
The first highly enantioselective formal [4+2] tandem cyclizations between isatylidenemalononitriles and activated dienes catalyzed by bifunctional chiral phosphine catalysts have been developed, yielding multistereogenic spirocyclic oxindoles in high yields and excellent optical purity. This reaction is accomplished via a tandem Rauhut-Currier/Michael/Rauhut-Currier reaction sequence.