Iridium-Catalyzed Asymmetric Allenylic Substitution of Tertiary Racemic Allenylic Alcohols with Indoles

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-11-20 DOI:10.1039/d4qo01671h
Takahiro Sawano, Manami Kobayashi, Momoko Ishikawa, Eri Ishikawa, Ryo Takeuchi
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Abstract

We report an allenylic substitution of racemic tertiary allenylic alcohols with indoles by a cooperative catalyst consisting of iridium/(P, olefin)-ligand catalyst and Lewis acid to give allenylated indoles bearing a quaternary carbon center with good enantioselectivities. 7-Azaindoles also reacted with allenylic alcohols to form the corresponding allenylated products with high enantioselectivities.
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铱催化的三级外消旋烯丙醇与吲哚的不对称烯丙基取代反应
我们报告了在铱/(P,烯烃)-配体催化剂和路易斯酸组成的协同催化剂作用下,外消旋叔代异烯醇与吲哚的异烯取代反应,从而以良好的对映选择性得到带有季碳中心的异烯化吲哚。7-Azaindoles 还能与别烯醇反应生成相应的别烯化产物,对映选择性很高。
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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