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Syntheses and conformational analyses of the perhydrofuro[2,3-b]furan compounds by using lanthanide shift reagent and empirical force-field calculation
Authors:Yasuhiro Kojima  Natsuki Kato  Yukimasa Terada
Affiliation:Department of Agricultural Chemistry, Nagoya University, Chikusa-ku, Nagoya, Japan;Faculty of Pharmacy, Meijo University, Tenpaku-ku, Nagoya, Japan
Abstract:1-t-Butyl-7-hydroxyperhydrofuro[2,3-b]furan was synthesized via a furan-alcohol which was derived by a coupling reaction with an epoxide and a new reagent, Li di(3-furyl)cuprate. The configuration of the t-butyl substituent and the conformation of the furo[2,3-b]furan ring were decided by the combination of the LIS experiment and the empirical force-field calculation.
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