"Armed and disarmed" theory in the addition of an azide radical to glucalsElectronic supplementary information (ESI) available. See DOI: 10.1039/c5ra00296f

In this report, "armed and disarmed" theory was used to explain the selectivity of azide radical addition to glucals. We discovered that "armed" glucals were prone to undergo a kinetic process. The torsional strains govern the selectivity. Meanwhile, "disarmed" glucals...

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Main Authors Wang, Wenjun, Yang, Zhongyue, Xu, Yun, Liu, Taibao, Song, Tianbang, Zhao, Yunyan, Xu, Xiufang, Zhao, Wei, Wang, Peng George
Format Journal Article
LanguageEnglish
Published 27.04.2015
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Abstract In this report, "armed and disarmed" theory was used to explain the selectivity of azide radical addition to glucals. We discovered that "armed" glucals were prone to undergo a kinetic process. The torsional strains govern the selectivity. Meanwhile, "disarmed" glucals preferred thermodynamic radical addition. We also applied our method to synthesize a sialic acid containing trisaccharide. "Armed" glucals were prone to undergo kinetic process. The torsional strains govern the selectivity. Meanwhile, "disarmed" glucals preferred thermodynamic radical addition. A sialic acid containing trisaccharide was also synthesized by the method.
AbstractList In this report, "armed and disarmed" theory was used to explain the selectivity of azide radical addition to glucals. We discovered that "armed" glucals were prone to undergo a kinetic process. The torsional strains govern the selectivity. Meanwhile, "disarmed" glucals preferred thermodynamic radical addition. We also applied our method to synthesize a sialic acid containing trisaccharide. "Armed" glucals were prone to undergo kinetic process. The torsional strains govern the selectivity. Meanwhile, "disarmed" glucals preferred thermodynamic radical addition. A sialic acid containing trisaccharide was also synthesized by the method.
Author Zhao, Wei
Song, Tianbang
Yang, Zhongyue
Liu, Taibao
Xu, Yun
Wang, Peng George
Wang, Wenjun
Zhao, Yunyan
Xu, Xiufang
AuthorAffiliation Department of Chemistry
Nankai University
College of Chemistry
State Key Laboratory of Elemento-organic Chemistry
Tianjin Key Laboratory of Molecular Drug Research and Synergetic Innovation Center of Chemical Science and Engineering
College of Pharmacy
Georgia State University
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– name: College of Pharmacy
– name: Georgia State University
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– name: Nankai University
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  givenname: Wenjun
  surname: Wang
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  givenname: Peng George
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Electronic supplementary information (ESI) available. See DOI
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  publication-title: XII Int. Carbohydrate Symposium
  doi: Horton Priebe Varela
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