Organocatalytic asymmetric allylic alkylation of 2-methyl-3-nitroindoles: a route to direct enantioselective functionalization of indole C(sp)-H bonds

We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid...

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Published inOrganic & biomolecular chemistry Vol. 19; no. 7; pp. 153 - 157
Main Authors Xu, Jing-Xiang, Chu, Kai-Ti, Chiang, Ming-Hsi, Han, Jeng-Liang
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 25.02.2021
Subjects
Alkylation
Asymmetry
Catalysts
Enantiomers
Indoles
Online AccessGet full text
ISSN1477-0520
1477-0539
1477-0539
DOI10.1039/d1ob00048a

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Abstract We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities. A direct catalytic asymmetric functionalization of 2-methyl-3-nitroindoles using organocatalysis has been developed.
AbstractList We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita–Baylis–Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities.
We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities.We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities.
We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities. A direct catalytic asymmetric functionalization of 2-methyl-3-nitroindoles using organocatalysis has been developed.
Author Chiang, Ming-Hsi
Xu, Jing-Xiang
Chu, Kai-Ti
Han, Jeng-Liang
AuthorAffiliation Department of Chemistry
National Chung Hsing University
Institute of Chemistry
Academia Sinica
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Snippet We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction...
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StartPage 153
SubjectTerms Alkylation
Asymmetry
Catalysts
Enantiomers
Indoles
Title Organocatalytic asymmetric allylic alkylation of 2-methyl-3-nitroindoles: a route to direct enantioselective functionalization of indole C(sp)-H bonds
URI https://www.ncbi.nlm.nih.gov/pubmed/33533776
https://www.proquest.com/docview/2492892688
https://www.proquest.com/docview/2486159195
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linkProvider Royal Society of Chemistry
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