163125-34-6Relevant articles and documents
Synthesis of bridged head methyl 3,4-O-(1',2'-dimethylcycloheaxane- 1',2'-diyl)-6,7-dideoxy-α-D-mannooct-6-ene-pyranose-8,2-lactone from D- mannose
Hassan, Hammed H. A. M.
, p. 397 - 407 (2007/10/03)
The vicinal diequatorial diol at C-3 and C-4 of (1) was masked as cyclohexane diacetal derivative (2). Selective protection of C-2 as benzyl ether (3a) and Swern oxidation of the primary 6-OH gave the aldehyde derivative (4). Stereoselective Wittig condensation of (4) with Ph3P=CH- CO2Me followed by debenzylation and cyclization afforded the bridged α,β- unsaturated lactone derivative (8) in a moderate overall yield.
Preparation, structure, derivatisation and NMR data of cyclohexane-1,2-diacetal protected carbohydrates
Grice, Peter,Ley, Steven V.,Pietruszka, Joerg,Priepke, Henning W. M.,Warriner, Stuart L.
, p. 351 - 363 (2007/10/03)
Acid catalysed reaction of monosaccharides with 1,1,2,2-tetramethoxycyclohexane results in selective protection of vicinal, diequatorial, diol functionality as a cyclohexane-1,2-diacetal (CDA). This new methodology complements classical cyclic acetal prot