Journal of Organic Chemistry p. 2429 - 2435 (1982)
Update date:2022-08-03
Topics:
Nakazaki, Masao
Naemura, Koichiro
Makimura, Masaru
Matsuda, Atsushi
Kawano, Takaaki
Ohta, Yoshihiro
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.
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Doi:10.1002/ardp.19813140702
(1981)Doi:10.1002/adsc.201201056
(2013)Doi:10.1021/jo00143a010
(1982)Doi:10.1021/jm00348a026
(1982)Doi:10.1021/jo00134a025
(1982)Doi:10.1039/DT9780000516
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