71715-59-8Relevant articles and documents
KINETIC STUDIES ON THE REARRANGEMENT OF 3,4-DI-O-BENZYL-1,2-O-(1-METHOXYETHYLIDENE)-β-L-RHAMNOPYRANOSE WITH A CATALYTIC AMOUNT OF 1,1,3,3-TETRAMETHYLUREA-TRIFLUOROMETHANESULFONIC ACID AT DIFFERENT TEMPERATURES
Banoub, Joseph H.,Michon, Francis,Rice, Jake,Rateb, Latif
, p. 109 - 116 (1983)
The kinetics of the rearrangement of 3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-L-rhamnopyranose to methyl 2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranoside with a catalytic amount of 1,1,3,3-tetramethylurea-trifluoromethanesulfonic acid in deuterated ch
Methyltrioxorhenium-catalyzed epoxidation-methanolysis of glycals under homogeneous and heterogeneous conditions
Goti, Andrea,Cardona, Francesca,Soldaini, Gianluca,Crestini, Claudia,Fiani, Cinzia,Saladino, Raffaele
, p. 476 - 486 (2007/10/03)
The efficient and high yielding domino epoxidation-methanolysis of glycals 8-15 has been achieved by oxidation with UHP in MeOH catalyzed by MTO. The products have been conveniently isolated as 2-acetoxy derivatives 16-23a, b by direct acetylation of the crude mixtures. Homogeneous MTO-amine complexes 5-7, heterogeneous poly(4-vinyl-pyridine)/MTO compounds I-III, and microencapsulated polystyrene/MTO systems IV-VII were also tested and demonstrated their effectiveness as catalysts for the oxidation step. The facial diastereoselectivity of the oxidation ranged from satisfactory to excellent depending on the substrate and could be optimized by ample screening of catalysts. Complete conversions of substrates and nearly quantitative yields of products were obtained under environmentally friendly experimental conditions and with the use of simple work-up procedures.
Direct and Efficient Synthesis of β-L-Rhamnopyranosides
Iversen, Tommy,Bundle, David R.
, p. 5389 - 5393 (2007/10/02)
Methyl α-L-rhamnopyranoside (1) was converted in a single-stage procedure to crystalline methyl 4-O-benzoyl-2,3-O-cyclohexylidene-α-L-rhamnopyranoside (2).This compound served as a stable derivative from which 4-O-benzoyl-2,3-O-cyclohexylidene-α-L-rhamnop