338458-98-3Relevant articles and documents
Original synthesis of linear, branched and cyclic oligoglycerol standards
Cassel, Stephanie,Debaig, Catherine,Benvegnu, Thierry,Chaimbault, Patrick,Lafosse, Michel,Plusquellec, Daniel,Rollin, Patrick
, p. 875 - 896 (2007/10/03)
A variety of authentic standards of linear, branched and cyclic oligomers of glycerol, with well-defined structures and degrees of polymerisation from 2 to 5, have been efficiently synthesised. Linear oligomers were obtained by means of a convergent approach based on regioselective opening of bis(epoxides) with solketal; branched compounds were synthesised using oxidative cleavage of the corresponding anhydrohexitols as the key step. A 6-exo-trig halocyclisation reaction involving heteroatom-tethered unsaturated alcohols permitted an efficient synthesis of the precursors of selected cyclic dimers; larger cyclic oligomers were prepared by two one-pot Williamson reactions using a ditriflate derived from diglycerol. All these methodologies permitted further scaling up.
