3969-66-2Relevant academic research and scientific papers
The formation of isopropylidene acetals of erythritol and ribitol under conditions of kinetic control
Awal, Abdul,Boyd, Alan S. F.,Buchanan, J. Grant,Edgar, Alan R.
, p. 173 - 179 (2007/10/02)
The isopropylidenation of erythritol, under conditions of kinetic control, employing 2-methoxypropene, yielded the 1,2:3,4- (1, 50percent), the 1,4:2,3- (2, 18percent), and the novel 1,3:2,4-diacetal (3, 5percent).Under similar conditions, ribitol gave the known 1,2:4,5- (4, 36percent) and 1,4:2,3-diacetal (7, 3percent) together with the new 1,3:4,5- (8, 12percent) and 1,3:2,5- diacetal (11, 5percent), a further example of a dioxepane ring. 13C-N.m.r. and 1H-n.m.r. spectroscopy showed that the 1,3-dioxane rings in 3, 8 and 11 adopt chair conformations.In 9, the p-nitrobenzoate of 8, the dioxane chair is flattened.The product composition is compared with that from the equilibrated system.
THE ISOPROPYLIDENATION OF D-RIBOSE DIETHYL DITHIOACETAL AND RIBITOL. A NEW SYNTHESIS OF α- AND β-D-RIBOFURANOSYLETHYNE via 2,3:4,5-DI-O-ISOPROPYLIDENE-aldehydo-D-RIBOSE
Aslani-Shotorbani, Gaffar,Buchanan, J. Grant,Edgar, Alan R.,Shahidi, Parvin K.
, p. 37 - 52 (2007/10/02)
The reaction of D-ribose diethyl dithioacetal with acetone and sulphuric acid in the presence of anhydrous copper sulphate gives the 2,3:4,5-di-O-isopropylidene derivative 14 (40percent) and the isomeric 2,5:3,4-di-O-isopropylidene acetal 17 (40percent),
