4026-27-1Relevant articles and documents
Reactivity of Carbohydrate Radicals Derived from Iodo Sugars and Dibenzoyl Peroxide. Homolytic Heteroaromatic and Aromatic Substitution, Reduction, and Oxidation
Vismara, Elena,Donna, Angela,Minisci, Francesco,Naggi, Annamaria,Pastori, Nadia,Torri, Giangiacomo
, p. 959 - 963 (1993)
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Some Studies on Proximal Addition-Elimination Procedures in Intermolecular Carbon-Carbon Bond-forming Free Radical Reacttions. Convenient Synthesis of Ethyl (E)-(Ethyl 2,3,6,7,8-Pentadeoxy-α-D-erythro-nona-2,7-dienopyranosid)uronate
Gomez, Ana M.,Lopez, J. Cristobal,Fraser-Reid, Bert
, p. 1689 - 1696 (2007/10/02)
Et3B-induced hydrostannation of ethyl propiolate with tributyltin hydride afforded a mixture of ethyl (Z)- and (E)-3-(tributyltin)propenoate which, after purification, could be used as such in radical carbon-carbon bond-forming reactions with iodides as t
Synthesis of Deoxy Sugars. Deoxygenation by Treatment with N,N'-Thiocarbonyldiimidazole/Tri-n-butylstannane
Rasmussen, James R.,Slinger, Cheryl J.,Kordish, Rebecca J.,Newman-Evans, Dana D.
, p. 4843 - 4846 (2007/10/02)
Protected sugars containing a free hydroxyl group have been deoxygenated by conversion to the O-(imidazolylthiocarbonyl) derivative with N,N'-thiocarbonyldiimidazole followed by treatment with tri-n-butylstannane.This reaction sequence offers a mild, high-yield procedure for the deoxygenation of hexose derivatives with a hindered secondary hydroxyl group at C-3 or C-4.The primary 6-O-(imidazolylthiocarbonyl) compound obtained from 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose reacts with tri-n-butylstannane to give a mixture of the 6-deoxy sugar (31percent) and starting alcohol (57percent).