B. Shainyan, M. V. Ustinov, L. O. Nindakova
Dec 1, 2001
Citations
0
Influential Citations
7
Citations
Journal
Russian Journal of Organic Chemistry
Abstract
Abstract(4S,5S)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane treated with trifluoromethanesulfonyl chloride in pyridine undergoes tandem substitution of one hydroxy group by a triflate group, and the other by pyridinium moiety. In neutral solvents the (4S,5S)-4,5-bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane dilithium salt reacts with trifluoromethanesulfonyl chloride affording both triflates and chlorides and also suffers a cleavage of the dioxolane ring followed by transformations of acyclic products. A triflate cationic complex rhodium cyclooctadiene (4S,5S)-2,3-dihydroxy-1,4-bis(dimethylamino)-2,3-O-isopropylidenebutane was prepared and used as catalyst for hydrogenation of α-acetamidocinnamic and itaconic acids.