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Diastereoselective Synthesis of Carbapenams via Kinugasa Reaction.

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Title: Diastereoselective Synthesis of Carbapenams via Kinugasa Reaction.
Authors: Stecko, Sebastian1, Mames, Adam1, Furman, Bartłomiej1, Chmielewski, Marek1 chmiel@icho.edu.pl
Source: Journal of Organic Chemistry. 9/19/2008, Vol. 73 Issue 18, p7402-7404. 3p. 2 Charts.
Subjects: Ketones, Organic synthesis, Organocopper compounds, Cyclic compounds, Tartaric acid
Abstract: A facile approach to carbapenams via Kinugasa reaction between terminal copper acetylides and nonracemic cyclic nitrones derived from malic and tartaric acid is reported. The stereochemical preferences observed in these reactions are explained. The reaction provides an entry to the carbapenams basic skeleton. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Organic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 34480876
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
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  Data: Diastereoselective Synthesis of Carbapenams via Kinugasa Reaction.
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  Data: <searchLink fieldCode="AR" term="%22Stecko%2C+Sebastian%22">Stecko, Sebastian</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Mames%2C+Adam%22">Mames, Adam</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Furman%2C+Bartłomiej%22">Furman, Bartłomiej</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Chmielewski%2C+Marek%22">Chmielewski, Marek</searchLink><relatesTo>1</relatesTo><i> chmiel@icho.edu.pl</i>
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+Organic+Chemistry%22">Journal of Organic Chemistry</searchLink>. 9/19/2008, Vol. 73 Issue 18, p7402-7404. 3p. 2 Charts.
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  Data: <searchLink fieldCode="DE" term="%22Ketones%22">Ketones</searchLink><br /><searchLink fieldCode="DE" term="%22Organic+synthesis%22">Organic synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Organocopper+compounds%22">Organocopper compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Cyclic+compounds%22">Cyclic compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Tartaric+acid%22">Tartaric acid</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: A facile approach to carbapenams via Kinugasa reaction between terminal copper acetylides and nonracemic cyclic nitrones derived from malic and tartaric acid is reported. The stereochemical preferences observed in these reactions are explained. The reaction provides an entry to the carbapenams basic skeleton. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Organic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1021/jo801212q
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      – Code: eng
        Text: English
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        PageCount: 3
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    Subjects:
      – SubjectFull: Ketones
        Type: general
      – SubjectFull: Organic synthesis
        Type: general
      – SubjectFull: Organocopper compounds
        Type: general
      – SubjectFull: Cyclic compounds
        Type: general
      – SubjectFull: Tartaric acid
        Type: general
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      – TitleFull: Diastereoselective Synthesis of Carbapenams via Kinugasa Reaction.
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            NameFull: Stecko, Sebastian
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            NameFull: Mames, Adam
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            NameFull: Furman, Bartłomiej
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            – D: 19
              M: 09
              Text: 9/19/2008
              Type: published
              Y: 2008
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              Value: 73
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              Value: 18
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            – TitleFull: Journal of Organic Chemistry
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