17229-98-0Relevant articles and documents
Regioselective and stereocontrolled syntheses of protected L-glycosides from L-arabinofuranosides
Sivets, Grigorii G.
, (2020/01/08)
Synthesis of novel mono- and di-O-protected L-arabinofuranoside derivatives was described via regioselective base-catalyzed acylations of methyl α- and β-L-arabinofuranosides with acyl chlorides. A new method for selective 3(2)-O-acylation of 5-O-silyl (trityl) L-arabinofuranosides was investigated based upon generation of organoboron compounds using L-Selectride and subsequent reaction of salt carbohydrate species with pivaloyl or 4-chlorobenzoyl chloride as the electrophile. Syntheses of methyl 2,3-anhydro-L-furanosides were accomplished from selectively protected methyl L-arabinofuranosides. 2(3)-Deoxy-L-pentofuranosides, including 2-deoxy-L-ribofuranoside, and their 5-O-blocked derivatives were prepared by stereoselective reductions of 2,3-anhydro-L-furanosides with L-Selectride.
One-pot conversion of 1,2-diols to epoxides: Convenient preparation of methyl 2,3-anhydro-5-O-trityl-β-D-lyxofuranoside and methyl 2,3,-anhydro-4,6-O-benzylidene-α-D-mannopyranoside
Srinivasa Murthy,Gaitonde,Prahlada Rao
, p. 285 - 289 (2007/10/02)
Tosyl chloride and sodium hydride are used to convert some 1,2-diols to epoxides in one-pot in enantiomerically/diastereomerically pure form.