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dc.contributor.authorMong, Kwok-Kong Tonyen_US
dc.contributor.authorPradhan, Tapan Kumaren_US
dc.contributor.authorChiu, Cheng-Hsinen_US
dc.contributor.authorHung, Wei-Chengen_US
dc.contributor.authorChen, Chao-Juen_US
dc.contributor.authorWang, Yi-Fangen_US
dc.date.accessioned2020-10-05T02:01:05Z-
dc.date.available2020-10-05T02:01:05Z-
dc.date.issued2020-08-21en_US
dc.identifier.issn2052-4129en_US
dc.identifier.urihttp://dx.doi.org/10.1039/d0qo00630ken_US
dc.identifier.urihttp://hdl.handle.net/11536/155119-
dc.description.abstractWe report a short synthetic strategy for direct preparation of (2-ketulosonyl)onate donors. These donors feature a cyclic thionocarbonate group at the C2 and C3 positions, which plays a multitude of chemical roles. It protects the C2 and C3 hydroxyls during building block preparation. In glycosylation, the thionocarbonate can be activated by a sulfenylating promoter and serves as a leaving group. Because of its beta-configuration, it also plays the role of a stereo-directing group during the formation of the alpha-glycosidic bond. In addition, the thionocarbonate donors can couple with thioglycoside acceptors. This orthogonal property was used for the development of the first one-pot glycosylation method for 2-keto acid sugars.en_US
dc.language.isoen_USen_US
dc.title(2-Ketulosonyl)onate 2,3-O-thionocarbonate donors for the synthesis of KO and KDO alpha-glycosides and a one-pot glycosylation method for 2-keto acid donorsen_US
dc.typeArticleen_US
dc.identifier.doi10.1039/d0qo00630ken_US
dc.identifier.journalORGANIC CHEMISTRY FRONTIERSen_US
dc.citation.volume7en_US
dc.citation.issue16en_US
dc.citation.spage2179en_US
dc.citation.epage2186en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000558942300001en_US
dc.citation.woscount0en_US
Appears in Collections:Articles