Asymmetric synthesis of cyclopentabindoles via organocatalytic formal (3 + 2) cyclization of p-keto ester with azonaphthalene

Yanji Song; Shi Tang; Qianping Chen

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Asymmetric synthesis of cyclopentabindoles via organocatalytic formal (3 + 2) cyclization of p-keto ester with azonaphthalene

机译：环戊二烯并b吲哚的有机催化形式（3+2）环化对酮酯与偶氮萘的不对称合成

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Enantioselective formal (3 + 2) cyclization of cyclic β-keto esters with azonaphthalenes has been established. A range of cyclopenta[b]indoles have been synthesized in good yields (up to 99% yield) with high diastereo-and enantioselectivity (up to 96% ee, >19 : 1 dr) by using guanidine-amides as catalysts under mild reaction conditions. A bifunctional hydrogen-bond activation model was rationalized for the origin of enantioselectivity.

机译：拆分正式(3 + 2)环化与azonaphthalenes环β酮酯建立了。已经合成好收益率(99%高的收益率)diastereo-and选择性(ee高达96%,> 19:1)博士通过使用guanidine-amides作为催化剂在温和的反应条件。激活模式合理化的原点的选择性。

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《Catalysis science & technology》 |2023年第11期|2734-2739|共6页
作者
Yanji Song; Shi Tang; Qianping Chen;
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Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.;

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正文语种英语
中图分类物理化学（理论化学）、化学物理学;
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Asymmetric synthesis of cyclopentabindoles via organocatalytic formal (3 + 2) cyclization of p-keto ester with azonaphthalene

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