Palladium-catalyzed stereoselective C-glycosylation of glycals with sodium arylsulfinates
An efficient glycosylation method to synthesize 2-deoxy-C-aryl glycosides was developed. This C-glycosylation strategy is based on a palladium-catalyzed desulfitative Ferrier-type coupling reaction of glycals and sodium arylsulfinates. A series of C-aryl glycosides were obtained in moderate to good...
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| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | English |
| Published: |
2015
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/106693 http://hdl.handle.net/10220/25083 http://dx.doi.org/10.1002/ejoc.201403550 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | An efficient glycosylation method to synthesize 2-deoxy-C-aryl glycosides was developed. This C-glycosylation strategy is based on a palladium-catalyzed desulfitative Ferrier-type coupling reaction of glycals and sodium arylsulfinates. A series of C-aryl glycosides were obtained in moderate to good yields with exclusive regio- and stereoselectivities. The anomeric selectivity was found to depend on the configuration of the C3 substituent of the glycals. |
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