Synthesis of (+)-lariciresinol 3a-acetate, a lignan from Aglaia elaeagnoidea.
(+)-Lariciresinol 3a-acetate [(+)-(3S)-acetyloxymethyl-(2S)-(4-hydroxy-3-methoxyphenyl)-(4R)-[(4-hydroxy-3-methoxyphenyl)methyl]tetrahydrofuran] (1), a metabolite of A. elaeagnoidea was synthesized starting from (-)-lariciresinol (2) in three steps with an overall yield of 66%.
Rajasekhar
D
D
Department of Chemistry, Sri Venkateswara University, Tirupati, India.
Subbaraju
G V
GV
D005663:Furans / Q000138:chemical synthesis* / Q000378:metabolism; D006139:Guaiacol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D017705:Lignans; D008031:Lignin / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000737:chemistry*; D008956:Models, Chemical
D005663:Furans; D017705:Lignans; C427723:lariciresinol 3a-acetate; D006139:Guaiacol; C060282:lariciresinol; D008031:Lignin