118205-75-7Relevant academic research and scientific papers
Heterocycles. XXV. Sodium Borohydride Reduction of Flavanonols
Li, Shaoshun,Onda, Masayuki,Kagawa, Hitoshi,Kawase, Hiromi,Iguchi, Mieko,Harigaya, Yoshihiro
, p. 2029 - 2035 (2007/10/02)
Solvent effects on the stereochemistry in the sodium borohydride reduction of (+/-)-flavanonols have been examined.The effects observed for the (+/-)-flavanonols with 5-OMe in 2-propanol, dioxane and methanol are explainable by the differences between the steric interactions inherent in the product-like transition states A and B.It has been also found that 5-OAc peculiarly affects the stereochemistry in the reduction to produce the (+/-)-catechin-type compounds in a one-pot process.The solvent and temperature effects are examined using a model analogous to the above.
Heterocycles. XXII. Stereoselective Synthesis of (+)-Aromadendrin Trimethyl Ether and Its Enantiomer, and Their Reduction
Takahashi, Hiroshi,Li, Shaoshun,Harigaya, Yoshihiro,Onda, Masayuki
, p. 1877 - 1881 (2007/10/02)
Two enantiomeric chalcone epoxides 2a and 2b are synthesized under phase-transfer conditions using 1-benzylquinidinium chloride and 1-benzylquininium chloride as catalysts, respectively.Stereoselective cyclisation of 2a and 2b, followed by methylation and
HETEROCYCLES. XVIII. SYNTHESIS OF THE RACEMATES OF NATURALLY OCCURRING FLAVONOIDS
Takahashi, Hiroshi,Kubota, Yumiko,Igushi, Mieko,Fang, Lin,Onda, Masayuki
, p. 369 - 377 (2007/10/02)
Racemic aromadendrin and fustin have been stereoselectively synthesized.Reduction of the O-substituted derivatives of these flavanonols provides the corresponding derivatives of gleditsin, leucopelargonidin and mollisacacidin (leucofisetinidin).
