Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction

Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction

Tetrahydro-γ-carbolines are the basic structural unit in many natural products and pharmaceuticals. Here, the authors report a synergistic Cu/Ir system to assemble chiral tetrahydro-γ-carbolines via a stereodivergent allylation followed by a stereoselective iso-Pictet-Spengler cyclization.

Bibliographic Details
Main Authors: Shi-Ming Xu, Liang Wei, Chong Shen, Lu Xiao, Hai-Yan Tao, Chun-Jiang Wang
Format: Article
Language:English
Published: Nature Publishing Group 2019-12-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-019-13529-z
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spelling doaj-e79dc2021cf04aeb843a77e7163965de2021-05-11T11:38:03ZengNature Publishing GroupNature Communications2041-17232019-12-0110111110.1038/s41467-019-13529-zStereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reactionShi-Ming Xu0Liang Wei1Chong Shen2Lu Xiao3Hai-Yan Tao4Chun-Jiang Wang5Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityEngineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityEngineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityEngineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityEngineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityEngineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan UniversityTetrahydro-γ-carbolines are the basic structural unit in many natural products and pharmaceuticals. Here, the authors report a synergistic Cu/Ir system to assemble chiral tetrahydro-γ-carbolines via a stereodivergent allylation followed by a stereoselective iso-Pictet-Spengler cyclization.https://doi.org/10.1038/s41467-019-13529-z
collection DOAJ
language English
format Article
sources DOAJ
author Shi-Ming Xu
Liang Wei
Chong Shen
Lu Xiao
Hai-Yan Tao
Chun-Jiang Wang
spellingShingle Shi-Ming Xu
Liang Wei
Chong Shen
Lu Xiao
Hai-Yan Tao
Chun-Jiang Wang
Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
Nature Communications
author_facet Shi-Ming Xu
Liang Wei
Chong Shen
Lu Xiao
Hai-Yan Tao
Chun-Jiang Wang
author_sort Shi-Ming Xu
title Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
title_short Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
title_full Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
title_fullStr Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
title_full_unstemmed Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
title_sort stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
publisher Nature Publishing Group
series Nature Communications
issn 2041-1723
publishDate 2019-12-01
description Tetrahydro-γ-carbolines are the basic structural unit in many natural products and pharmaceuticals. Here, the authors report a synergistic Cu/Ir system to assemble chiral tetrahydro-γ-carbolines via a stereodivergent allylation followed by a stereoselective iso-Pictet-Spengler cyclization.
url https://doi.org/10.1038/s41467-019-13529-z
work_keys_str_mv AT shimingxu stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
AT liangwei stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
AT chongshen stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
AT luxiao stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
AT haiyantao stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
AT chunjiangwang stereodivergentassemblyoftetrahydrogcarbolinesviasynergisticcatalyticasymmetriccascadereaction
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