56256-81-6Relevant articles and documents
Glowacki et al.
, p. 225,226, 227 (1970)
Ring opening of epoxides with alcohols using Fe(Cp)2BF 4 as catalyst
Yadav, Geeta Devi,Singh, Surendra
supporting information, p. 3979 - 3983 (2014/07/08)
Fe(Cp)2BF4 is an efficient catalyst for the alcoholysis of aromatic, aliphatic, and cyclic epoxides giving excellent yields of the corresponding β-alkoxy alcohols under ambient conditions. The methanolysis of styrene oxide using Fe(Cp)2BF4 as a catalyst (5 mol %) gave excellent yield of 2-methoxy-2-phenylethanol with complete regio-selectivity. The ring opening of cyclic epoxides gave 77-97% yields of trans-β-methoxy alcohols, in 0.5-6 h. The use of 1,2-epoxyhexane and 1,2-epoxydodecane as substrates gave both regioisomers in excellent yields. The first order rate of reaction with respect to catalyst was observed for the kinetics of ring opening of 1,2-epoxyhexane with methanol.
Organotin Phosphate Condensates as a Catalyst of Selective Ring-Opening of Oxiranes by Alcohols
Otera, Junzo,Niibo, Yoshihisa,Tatsumi, Naofumi,Nozaki, Hitosi
, p. 275 - 278 (2007/10/02)
The highly regioselective alcoholysis of oxiranes is catalyzed by organotin phosphate condensates, providing a variety of β-alkoxy alcohols in good yields.The selectivity of the nucleophilic attack is dependent on the structures of epoxides.The gem-dialkyloxiranes are cleaved on the tertiary carbon, while β,γ-epoxy alcohols and their derivatives gave C-3 attack products.The anti stereoisomers are solely produced in the latter case.Thus the catalysis is both acidic and coordinative.Of practical importance is the recycled use of the catalyst without any appreciable decrease in the activity and the selectivities.