Tandem regio- and diastereo-selective synthesis of halogenated C-vinyl glycosides from unactivated arylacetylenesElectronic supplementary information (ESI) available: Detailed experimental procedures and compound characterization data. See DOI: 10.1039/c3cc46914j
A highly regio- and diastereo-selective synthesis of halogenated C -vinyl glycosides has been achieved from glycals and unactivated aryl acetylenes in the presence of halogenated Lewis acids via a tandem glycosylation-halogenation reaction. The Lewis acid used served the dual purpose of activating t...
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| Main Authors | , , , |
|---|---|
| Format | Journal Article |
| Language | English |
| Published |
11.11.2013
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| Online Access | Get full text |
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| Abstract | A highly regio- and diastereo-selective synthesis of halogenated
C
-vinyl glycosides has been achieved from glycals and unactivated aryl acetylenes in the presence of halogenated Lewis acids
via
a tandem glycosylation-halogenation reaction. The Lewis acid used served the dual purpose of activating the allylic acetoxy group of glycals and serving as halogen source for Markovnikov addition across the triple bond, which makes the process atom economic. The synthesized glycosyl vinyl halides have been used as precursors for various Pd catalyzed C-C cross coupling reactions.
A highly regio- and diastereo-selective synthesis of halogenated
C
-vinyl glycosides has been achieved from glycals and unactivated aryl acetylenes in the presence of halogenated Lewis acids
via
a tandem glycosylation-halogenation reaction. |
|---|---|
| AbstractList | A highly regio- and diastereo-selective synthesis of halogenated
C
-vinyl glycosides has been achieved from glycals and unactivated aryl acetylenes in the presence of halogenated Lewis acids
via
a tandem glycosylation-halogenation reaction. The Lewis acid used served the dual purpose of activating the allylic acetoxy group of glycals and serving as halogen source for Markovnikov addition across the triple bond, which makes the process atom economic. The synthesized glycosyl vinyl halides have been used as precursors for various Pd catalyzed C-C cross coupling reactions.
A highly regio- and diastereo-selective synthesis of halogenated
C
-vinyl glycosides has been achieved from glycals and unactivated aryl acetylenes in the presence of halogenated Lewis acids
via
a tandem glycosylation-halogenation reaction. |
| Author | Yousuf, Syed Khalid Kusunuru, Anil Kumar Mukherjee, Debaraj Tatina, Madhubabu |
| AuthorAffiliation | Indian Institute of Integrative Medicine Academy of Scientific and Innovative Research Indian Institute of Integrative Medicine Br CSIR-IIIM |
| AuthorAffiliation_xml | – name: CSIR-IIIM – name: Academy of Scientific and Innovative Research – name: Indian Institute of Integrative Medicine – name: Indian Institute of Integrative Medicine Br |
| Author_xml | – sequence: 1 givenname: Madhubabu surname: Tatina fullname: Tatina, Madhubabu – sequence: 2 givenname: Anil Kumar surname: Kusunuru fullname: Kusunuru, Anil Kumar – sequence: 3 givenname: Syed Khalid surname: Yousuf fullname: Yousuf, Syed Khalid – sequence: 4 givenname: Debaraj surname: Mukherjee fullname: Mukherjee, Debaraj |
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| ContentType | Journal Article |
| DOI | 10.1039/c3cc46914j |
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| Notes | 10.1039/c3cc46914j Electronic supplementary information (ESI) available: Detailed experimental procedures and compound characterization data. See DOI |
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| Title | Tandem regio- and diastereo-selective synthesis of halogenated C-vinyl glycosides from unactivated arylacetylenesElectronic supplementary information (ESI) available: Detailed experimental procedures and compound characterization data. See DOI: 10.1039/c3cc46914j |
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