81370-99-2Relevant academic research and scientific papers
Synthesis of Stereoisomeric Crown Ethers Composed of cis- and trans-2,5-Bis(hydroxymethyl)tetrahydrofuran Units and Their Selective Transport of Alkali Metal Cations through Liquid Membranes
Nakazaki, Masao,Naemura, Koichiro,Makimura, Masaru,Matsuda, Atsushi,Kawano, Takaaki,Ohta, Yoshihiro
, p. 2429 - 2435 (2007/10/02)
Optical resolution of trans-tetrahydrofuran-2,5-dicarboxylic acid (13) was carried out via the (+)-2-(1-aminoethyl)naphthalene salt, and conversion of the (+) enantiomer 13 into (+)-2,5-dimethyltetrahydrofuran (17) of known configuration established its 2R,5R configuration.Condensation of (+)- and (-)-trans-ditosylates 15 and cis-ditosylate 20 with pyrocatechol afforded (-)-D2-trans,trans-8, (-)-C1-cis,trans-9, meso-C2h-trans,trans-10, and a mixture of meso-C2h-11 and meso-C2v-cis,cis crown ethers 12.Their selective transport of alkali metal cations is reported.
