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Issue 18, 2018
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Catalytic enantioselective and regioselective substitution of 2,3-indolyldimethanols with enaminones

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Abstract

2,3-Indolyldimethanols as a new class of indolyldimethanols have been designed, and the first catalytic asymmetric substitution of 2,3-indolyldimethanols has been established by using cyclic enaminones as nucleophiles, which afforded substitutive products in an enantioselective and regioselective mode (up to 98% ee, all >95 : 5 rr). This reaction represents the first design and application of 2,3-indolyldimethanols in catalytic asymmetric reactions, which will greatly enrich the chemistry of indolyldimethanols.

Graphical abstract: Catalytic enantioselective and regioselective substitution of 2,3-indolyldimethanols with enaminones

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Article information


Submitted
08 Jun 2018
Accepted
07 Aug 2018
First published
08 Aug 2018

Org. Chem. Front., 2018,5, 2657-2667
Article type
Research Article

Catalytic enantioselective and regioselective substitution of 2,3-indolyldimethanols with enaminones

Y. Lu, C. Ma, J. Lan, C. Zhu, Y. Mao, G. Mei, S. Zhang and F. Shi, Org. Chem. Front., 2018, 5, 2657
DOI: 10.1039/C8QO00565F

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