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Synthesis and characterization of novel spirooxazacamphorsultam derivatives

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Title: Synthesis and characterization of novel spirooxazacamphorsultam derivatives
Authors: Wilke, Burkhardt I.1, Goodenough, Angela K.1, Bausch, Cory C.1, Cline, Erika N.1, Leigh Abrams, M.1, Fayer, Effrat L.1, Cermak, Diana M. dcermak@knox.edu
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Dec2010, Vol. 51 Issue 52, p6871-6873. 3p.
Subjects: Organic synthesis, Ketones, Asymmetric synthesis, Ring formation (Chemistry), Camphor, Nuclear magnetic resonance spectroscopy, X-ray crystallography
Abstract: Abstract: Derivatives of camphorsultam which contain novel spirooxazolidine and spirooxazine structures have been prepared in high yield and purity. Though it was expected that the ketone moiety would undergo acetal formation, the imine instead underwent reaction and was proven by X-ray crystallography and 2D NMR techniques. The initial ketone-containing derivatives were then reduced to produce exo-hydroxy analogs that have potential as a new family of chiral auxiliaries. [ABSTRACT FROM AUTHOR]
Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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: 55498597
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
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  Data: <searchLink fieldCode="DE" term="%22Organic+synthesis%22">Organic synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Ketones%22">Ketones</searchLink><br /><searchLink fieldCode="DE" term="%22Asymmetric+synthesis%22">Asymmetric synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Ring+formation+%28Chemistry%29%22">Ring formation (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Camphor%22">Camphor</searchLink><br /><searchLink fieldCode="DE" term="%22Nuclear+magnetic+resonance+spectroscopy%22">Nuclear magnetic resonance spectroscopy</searchLink><br /><searchLink fieldCode="DE" term="%22X-ray+crystallography%22">X-ray crystallography</searchLink>
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  Data: Abstract: Derivatives of camphorsultam which contain novel spirooxazolidine and spirooxazine structures have been prepared in high yield and purity. Though it was expected that the ketone moiety would undergo acetal formation, the imine instead underwent reaction and was proven by X-ray crystallography and 2D NMR techniques. The initial ketone-containing derivatives were then reduced to produce exo-hydroxy analogs that have potential as a new family of chiral auxiliaries. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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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        Text: English
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      – SubjectFull: Ketones
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      – SubjectFull: Asymmetric synthesis
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      – SubjectFull: Ring formation (Chemistry)
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      – SubjectFull: X-ray crystallography
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              Text: Dec2010
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