91882-92-7Relevant academic research and scientific papers
Allyl, methallyl, prenyl, and methylprenyl ethers as protected alcohols: Their selective cleavage with diphenyldisulfone under neutral conditions
Markovic, Dean,Vogel, Pierre
, p. 2693 - 2696 (2007/10/03)
Diphenyldisulfone is a mild and efficient reagent for selective cleavage of methylprenyl (2,3-dimethylbut-2-en-1-yl), prenyl (3-methylbut-2-en1-yl), and methallyl (2-methylallyl) ethers. These reaction conditions are compatible with the presence of other protecting groups such as acetals, acetates, and allyl, benzyl, and TBDMS ethers. Exposure of 2,3-dimethylbut-2-en-1-yl and 3-methylbut-2-en1-yl ethers to diphenyldisulfone led to the formation of 2,3-dimethylbuta-1,3-diene and isoprene, respectively. 2-Methylallyl ethers undergo isomerization to 2-methylpropenyl ethers, which are easily hydrolyzed into the corresponding free alcohols and isobutyraldehyde.
Application of 5-C5H5)Fe(CO)2(2-methylpropene)>+BF4- for the Protection of the Allyl Group in Carbohydrate Derivatives Containing O-Allyl and O-Benzyl Groups
Stepowska, H.,Zamojski, A.
, p. 2229 - 2236 (2007/10/02)
Complex 5-C5H5)Fe(CO)2(η2-2-methylpropene)>+BF4- forms exchange complexes with the double bond in O-allyl group protected, O-benzylated sugar derivatives (6-14).From these compounds benzyl groups can be removed by catalytic hydrogenation.Decomplexation furnishes debenzylated, O-allyl groups containing products (15-22) in low to modest yields.Selective debenzylation, carbohydrates, η5-cyclopentadienyl-di(carbonyl)-η2-2-methylpropene-iron tetrafluoroborate
