89000-82-8Relevant articles and documents
Furanosyl Oxocarbenium Ion Conformational Energy Landscape Maps as a Tool to Study the Glycosylation Stereoselectivity of 2-Azidofuranoses, 2-Fluorofuranoses and Methyl Furanosyl Uronates
van der Vorm, Stefan,Hansen, Thomas,van Rijssel, Erwin R.,Dekkers, Rolf,Madern, Jerre M.,Overkleeft, Herman S.,Filippov, Dmitri V.,van der Marel, Gijsbert A.,Codée, Jeroen D. C.
supporting information, (2019/04/30)
The 3D shape of glycosyl oxocarbenium ions determines their stability and reactivity and the stereochemical course of SN1 reactions taking place on these reactive intermediates is dictated by the conformation of these species. The nature and co
The Synthesis and Reactivity of Cyclic Thiocarbonates Derived from Some Carbohydrate 1,2-Diols
Patroni, Joseph J.,Stick, Robert V.,Tilbrook, D. Matthew G.,Skelton, Brian W.,White, Allan H.
, p. 2127 - 2141 (2007/10/02)
The attempted synthesis of several carbohydrate 1,2-diols is reported, together with the transformation of two of these diols into cyclic thiocarbonates, namely 4,6-O-benzylidene-3-O-methyl-1,2-O-thiocarbonyl-α-D-glucose and 3,4-O-isopropylidene-1,2-O-thiocarbonyl-β-D-arabinose.The treatment of these thiocarbonates, and a furanose 1,2-thiocarbonate previously prepared by Mukaiyama, with methyl halides and with tributyltin hydride is discussed.A single-crystal X-ray diffraction study of 3,4-O-isopropylidene-1,2-O)-thiocarbonyl-β-D-arabinose is recorded.