92573-81-4Relevant academic research and scientific papers
Use of allyl, 2-tetrahydrofuryl, and 2-tetrahydropyranyl ethers as useful C3-, C4-, and C5-carbon sources: Palladium-catalyzed allylation of aldehydes
Shimizu, Masamichi,Kimura, Masanari,Tamaru, Yoshinao
, p. 6629 - 6642 (2007/10/03)
Palladium-diethylzinc or palladium-triethylborane catalytically promotes self-allylation of 2-(allyloxy)tetrahydrofurans, 2-(allyloxy)tetrahydropyrans, and their hydroxy derivatives on the rings (ribose, glucose, mannose, deoxyribose, deoxyglucose). All the reactions proceed at room temperature and provide polyhydroxyl products, sharing a structural motif of a homoallyl alcohol, in good to excellent yields with high levels of stereoselectivity. Useful Crunit elongation, which makes the best use of an allyl ether as a protecting group and a nucleophilic allylation agent, is demonstrated. Mechanisms for the umpolung reaction (of an allyl ether into an allylic anion) and stereoselectivity associated with allylation of aldehydes are discussed.
NOVEL SYNTHESIS AND APPLICATION OF MIXED ACETALS (ACETYL METHYL ACETALS)
Mandai, Tadakatsu,Irei, Hiroshi,Kawada, Mikio,Otera, Junzo
, p. 2371 - 2374 (2007/10/02)
A novel synthetic method for mixed acetals (acetyl methyl acetals) by electrolysis of hemithioacetals derived from methoxy(phenylthio)methane is newly developed.Synthetic application of these mixed acetals as an aldehyde equivalent is also demonstrated.
