hydroxymatairesinol and imperanene

hydroxymatairesinol has been researched along with imperanene* in 1 studies

Other Studies

1 other study(ies) available for hydroxymatairesinol and imperanene

Article	Year
Synthesis of R-(-)-imperanene from the natural lignan hydroxymatairesinol. The Journal of organic chemistry, 2002, Oct-18, Volume: 67, Issue:21 A convenient and high yielding method for the synthesis of R-(-)-imperanene, starting from the readily available natural lignan hydroxymatairesinol from Norway spruce, was developed. Hydroxymatairesinol was degraded in strongly basic aqueous conditions to (E)-4-(4-hydroxy-3-methoxyphenyl)-2-(4-hydroxy-3-methoxyphenylmethyl)but-3-enoic acid, which was esterified and then reduced by LiAlH(4) to afford R-(-)-imperanene. The configuration at the crucial stereocenter was preserved in the synthesis, and the obtained product was identified by optical rotation measurements and chiral HPLC analyses as the R-(-)-enantiomer (ee 86-92%). Topics: Indicators and Reagents; Lignans; Models, Molecular; Molecular Conformation; Phenols; Picea	2002

Article

Year

Synthesis of R-(-)-imperanene from the natural lignan hydroxymatairesinol.

The Journal of organic chemistry, 2002, Oct-18, Volume: 67, Issue:21

A convenient and high yielding method for the synthesis of R-(-)-imperanene, starting from the readily available natural lignan hydroxymatairesinol from Norway spruce, was developed. Hydroxymatairesinol was degraded in strongly basic aqueous conditions to (E)-4-(4-hydroxy-3-methoxyphenyl)-2-(4-hydroxy-3-methoxyphenylmethyl)but-3-enoic acid, which was esterified and then reduced by LiAlH(4) to afford R-(-)-imperanene. The configuration at the crucial stereocenter was preserved in the synthesis, and the obtained product was identified by optical rotation measurements and chiral HPLC analyses as the R-(-)-enantiomer (ee 86-92%).

Topics: Indicators and Reagents; Lignans; Models, Molecular; Molecular Conformation; Phenols; Picea

2002