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Tetrahedron Letters
Volume 42, Issue 39, 24 September 2001, Pages 6907-6910
 
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doi:10.1016/S0040-4039(01)01427-7    
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Copyright © 2001 Elsevier Science Ltd All rights reserved.

Facile synthesis of conjugated exo-glycals

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Wen-Bin Yanga, Chung-Yi Wua, Che-Chien Changa, Shwu-Huey Wang, a, Chin-Fen Teoa and Chun-Hung LinCorresponding Author Contact Information, a, E-mail The Corresponding Author

aInstitute of Biological Chemistry, Academia Sinica, No.128, Academia Road Section 2, Nan-Kang, Taipei, 11529, Taiwan


Received 12 July 2001; 
revised 1 August 2001; 
accepted 6 August 2001. 
Available online 16 August 2001.

Abstract

Two efficient methods were explored for the synthesis of various conjugated exo-glycals: (i) by nucleophilic addition of sugar lactones with a subsequent dehydration, and (ii) by selenylation of C-glycosides with a subsequent selenoxide elimination. These reactions occurred in a stereoselective manner to give exclusively or predominantly the (Z)-isomers of exo-glycals.

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Corresponding Author Contact InformationCorresponding author. Fax: +886-2-2651-4705
 Taipei Medical University.

Tetrahedron Letters
Volume 42, Issue 39, 24 September 2001, Pages 6907-6910
 
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