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001-es BibID:BIBFORM085937
035-os BibID:(WoS)000520555100001 (Scopus)85082855912
Első szerző:Borbás Anikó (vegyész)
Cím:Photoinitiated Thiol-ene Reactions of Enoses : a Powerful Tool for Stereoselective Synthesis of Glycomimetics with Challenging Glycosidic Linkages / Borbás Anikó
Dátum:2020
ISSN:0947-6539 1521-3765
Megjegyzések:Thioglycosides and C-glycosides represent pharmacologically useful classes of glycomimetics that possess a high degree of biological stability. One emerging tool for the stereoselective synthesis of thioglycosides is the photoinitiated addition of thiols to unsaturated sugars. Moreover, thiyl radical-mediated reactions of exo-glycals and 1-substituted endo-glycals offer facile routes to b-Cglycosidic structures. This Concept article summarizes the thiol-ene coupling strategies developed recently by our group and Soms#k's group for the synthesis of several kinds of glycomimetics which are difficult to synthesize by conventional methods. One unusual characteristic of the thiol-ene reactions of endo-glycals is that heating inhibits, whereas cooling promotes the reaction. This unique temperature dependence as well as the effects of the enose structures and thiol configurations on the efficacy and stereoselectivity of the reactions are also discussed.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
addition
enose
stereoselective
thioglycoside
thiyl radical
Megjelenés:Chemistry-A European Journal. - 26 : 28 (2020), p. 6090-6101. -
Pályázati támogatás:GINOP-2.3.2-15-2016-00008
GINOP
K132870
OTKA
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