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Enantioselective [4+2] Annulation to the Concise Synthesis of Chiral Dihydrocarbazoles.
iScience ( IF 4.6 ) Pub Date : 2020-01-17 , DOI: 10.1016/j.isci.2020.100840 Haiyang Wang 1 , Qingdong Hu 1 , Mingxu Wang 1 , Chang Guo 1
中文翻译：
对映体合成手性二氢咔唑的对映选择性[4 + 2]。
更新日期：2020-01-17
iScience ( IF 4.6 ) Pub Date : 2020-01-17 , DOI: 10.1016/j.isci.2020.100840 Haiyang Wang 1 , Qingdong Hu 1 , Mingxu Wang 1 , Chang Guo 1
Affiliation
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A highly efficient phosphine-catalyzed enantioselective [4 + 2] annulation of allenoates with 3-nitroindoles or 3-nitrobenzothiophenes has been developed. The protocol represents a unique dearomatization–aromatization process to access functionalized dihydrocarbazoles or dihydrodibenzothiophenes with high optical purity (up to 97% ee) under mild reaction conditions. The synthetic utility of the highly enantioselective [4 + 2] annulation enables a concise synthesis of analgesic agent.
中文翻译：
对映体合成手性二氢咔唑的对映选择性[4 + 2]。
已经开发了一种高效的膦催化的3-硝基吲哚或3-硝基苯并噻吩对烯酸酯的对映体选择性[4 + 2]环。该协议代表了独特的脱芳香化-芳香化过程，可在温和的反应条件下获得具有高光学纯度（最高ee为97％）的官能化二氢咔唑或二氢二苯并噻吩。高对映选择性[4 + 2]环空的合成实用程序可实现止痛剂的简明合成。
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