An Alternative Route for Synthesis of Chiral 4-Substituted 1-Arenesulfonyl-2-imidazolidinones : Unusual Utility of (4S,5S)- and (4R,5R)-4,5-Dimethoxy-2-imidazolidinones and X-Ray Crystallography
Joint Authors
al-Swaidan, Ibrahim A.
Abdel-Aziz, Alaa A.-M.
El-Azab, Adel S.
Alanazi, Amer M.
Source
Issue
Vol. 2013, Issue 2013 (31 Dec. 2013), pp.1-5, 5 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2013-12-18
Country of Publication
Egypt
No. of Pages
5
Main Subjects
Abstract EN
An unusual synthesis of (S)-1-arenesulfonyl-4-(1-adamantyl)-2-imidazolidinones 15a–d and (R)-1-arenesulfonyl-4-tert-butyl-2-imidazolidinones 19a–d has been developed from trans-1-apocamphanecarbonyl-4,5-dimethoxy-2-imidazolidinones 6 and 7 as chiral synthons.
Diastereomerically pure trans-1-apocamphanecarbonyl-4,5-dimethoxy-2-imidazolidinones 6 and 7 were successfully subjected to regioselective reduction using bulky organocuprates that afforded 1-apocamphanecarbonyl-5-methoxy-2-imidazolidinones 10 and 11.
This new finding was used for synthesis of chiral 4-substituted 2-imidazolidinones 15a–d and 19a–d through the corresponding intermediates 13 and 17 by treatment with steric bulky tert-butylcuprate or 1-adamantylcuprate.
American Psychological Association (APA)
al-Swaidan, Ibrahim A.& Alanazi, Amer M.& El-Azab, Adel S.& Abdel-Aziz, Alaa A.-M.. 2013. An Alternative Route for Synthesis of Chiral 4-Substituted 1-Arenesulfonyl-2-imidazolidinones : Unusual Utility of (4S,5S)- and (4R,5R)-4,5-Dimethoxy-2-imidazolidinones and X-Ray Crystallography. Journal of Chemistry،Vol. 2013, no. 2013, pp.1-5.
https://search.emarefa.net/detail/BIM-464842
Modern Language Association (MLA)
al-Swaidan, Ibrahim A.…[et al.]. An Alternative Route for Synthesis of Chiral 4-Substituted 1-Arenesulfonyl-2-imidazolidinones : Unusual Utility of (4S,5S)- and (4R,5R)-4,5-Dimethoxy-2-imidazolidinones and X-Ray Crystallography. Journal of Chemistry No. 2013 (2013), pp.1-5.
https://search.emarefa.net/detail/BIM-464842
American Medical Association (AMA)
al-Swaidan, Ibrahim A.& Alanazi, Amer M.& El-Azab, Adel S.& Abdel-Aziz, Alaa A.-M.. An Alternative Route for Synthesis of Chiral 4-Substituted 1-Arenesulfonyl-2-imidazolidinones : Unusual Utility of (4S,5S)- and (4R,5R)-4,5-Dimethoxy-2-imidazolidinones and X-Ray Crystallography. Journal of Chemistry. 2013. Vol. 2013, no. 2013, pp.1-5.
https://search.emarefa.net/detail/BIM-464842
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-464842