Conversion of diacetyl-C-(beta-D-glucopyranosyl)phloroglucinol to spiroketal compounds.
Diacetyl-C-(beta-D-glucopyranosyl)phloroglucinol was converted by refluxing in water to spiro(benzofuran-[2H]furan) a new compound, along with spiro(benzofuran-[2H]pyran). The stereochemistry of the quaternary carbon of both spiro compounds had an S-configuration.
Sato
Shingo
S
Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 3-5-6 Jonan, Yonezawa, 992-8510, Yamagata, Japan. shingo-s@yz.yamagata-u.ac.jp
Kumazawa
Toshihiro
T
Watanabe
Ko ichi
Ki
Matsuba
Shigeru
S
Onodera
Jun ichi
Ji
D003931:Diacetyl / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D010696:Phloroglucinol / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis*
D013141:Spiro Compounds; D010696:Phloroglucinol; D003931:Diacetyl