4.5 Article

Organocatalytic Asymmetric 3-Allenylation of Indoles via Remote Stereocontrolled 1,10-Additions of Alkynyl Indole Imine Methides

期刊

ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 11, 期 9, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202200399

关键词

addition; allene; indoles; organocatalysis; propargylic alcohols

资金

  1. Natural Science Foundation of Shandong Province [ZR2021MB026]
  2. Special Funds of the Taishan Scholar Program of Shandong Province [tsqn201812047]
  3. Shenzhen Innovation of Science and Technology Commission [20200925151614002]
  4. Guangdong Innovative Program [2019BT02Y335]
  5. Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]

向作者/读者索取更多资源

In this study, a chiral phosphoric acid-catalyzed 1,10-conjugate addition reaction was developed, enabling the organocatalytic asymmetric 3-allenylation of indoles. This approach provides a new method for the synthesis of axially chiral tetrasubstituted allenes.
A chiral phosphoric acids catalyzed regio- and enantioselective 1,10-conjugate addition of 2-arylindoles to alkynyl indole imine methides formed in situ from alpha-(6-indolyl)propargylic alcohols has been developed. With the established system, organocatalytic asymmetric 3-allenylation of indoles was realized, affording a broad scope of axially chiral tetrasubstituted allenes bearing two indole motifs in high yields with stereoselectivities. Importantly, the organocatalytic remote stereocontrolled strategy disclosed the asymmetric 3-allenylation of indoles via 1,10-conjugate addition for the first time.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.5
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据