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A Catalytic Asymmetric Ring-Expansion Reaction of Isatins and [alpha]-Alkyl-[alpha]-Diazoesters: Highly Efficient Synthesis of Functionalized 2-Quinolone Derivatives

Asymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf) sub(3) catalyst bearing an N,N'-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yie... Full description

Journal Title: Angewandte Chemie (International Edition) Aug 2012, Vol.51(34), pp.8644-8647
Main Author: Li, Wei
Other Authors: Liu, Xiaohua , Hao, Xiaoyu , Cai, Yunfei , Lin, Lili , Feng, Xiaoming
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201204594
Link: http://search.proquest.com/docview/1701120196/?pq-origsite=primo
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recordid: proquest1701120196
title: A Catalytic Asymmetric Ring-Expansion Reaction of Isatins and [alpha]-Alkyl-[alpha]-Diazoesters: Highly Efficient Synthesis of Functionalized 2-Quinolone Derivatives
format: Article
creator:
  • Li, Wei
  • Liu, Xiaohua
  • Hao, Xiaoyu
  • Cai, Yunfei
  • Lin, Lili
  • Feng, Xiaoming
subjects:
  • Level (Quantity)
  • Derivatives
  • Asymmetry
  • Catalysts
  • Bearing
  • Synthesis
  • Ligands
  • Catalysis
  • Analysis (MD)
  • Chemical Analysis (Ep)
  • Chemical Analysis (Ed)
  • Chemical Analysis (EC)
  • Diazo Compounds
  • Isatins
  • Quinolones
  • Ring Expansion
  • Scandium
ispartof: Angewandte Chemie (International Edition), Aug 2012, Vol.51(34), pp.8644-8647
description: Asymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf) sub(3) catalyst bearing an N,N'-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yields and high levels of selectivity under mild reaction conditions (see scheme; Tf=trifluoromethanesulfonyl).
language: eng
source:
identifier: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201204594
fulltext: fulltext
issn:
  • 14337851
  • 1433-7851
  • 15213773
  • 1521-3773
url: Link


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titleA Catalytic Asymmetric Ring-Expansion Reaction of Isatins and [alpha]-Alkyl-[alpha]-Diazoesters: Highly Efficient Synthesis of Functionalized 2-Quinolone Derivatives
creatorLi, Wei ; Liu, Xiaohua ; Hao, Xiaoyu ; Cai, Yunfei ; Lin, Lili ; Feng, Xiaoming
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subjectLevel (Quantity) ; Derivatives ; Asymmetry ; Catalysts ; Bearing ; Synthesis ; Ligands ; Catalysis ; Analysis (MD) ; Chemical Analysis (Ep) ; Chemical Analysis (Ed) ; Chemical Analysis (EC) ; Diazo Compounds ; Isatins ; Quinolones ; Ring Expansion ; Scandium
descriptionAsymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf) sub(3) catalyst bearing an N,N'-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yields and high levels of selectivity under mild reaction conditions (see scheme; Tf=trifluoromethanesulfonyl).
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titleA Catalytic Asymmetric Ring-Expansion Reaction of Isatins and [alpha]-Alkyl-[alpha]-Diazoesters: Highly Efficient Synthesis of Functionalized 2-Quinolone Derivatives
descriptionAsymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf) sub(3) catalyst bearing an N,N'-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yields and high levels of selectivity under mild reaction conditions (see scheme; Tf=trifluoromethanesulfonyl).
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titleA Catalytic Asymmetric Ring-Expansion Reaction of Isatins and [alpha]-Alkyl-[alpha]-Diazoesters: Highly Efficient Synthesis of Functionalized 2-Quinolone Derivatives
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abstractAsymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf) sub(3) catalyst bearing an N,N'-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yields and high levels of selectivity under mild reaction conditions (see scheme; Tf=trifluoromethanesulfonyl).
doi10.1002/anie.201204594
urlhttp://search.proquest.com/docview/1701120196/
date2012-08-20