163634-08-0Relevant articles and documents
Synthesis of R-(-)-imperanene from the natural lignan hydroxymatairesinol
Eklund, Patrik C.,Riska, Annika I.,Sjoeholm, Rainer E.
, p. 7544 - 7546 (2002)
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
Enantioselective synthesis of imperanene via enzymatic asymmetrization of an intermediary 1,3-diol
Carr, Jason A.,Bisht, Kirpal S.
, p. 3297 - 3300 (2007/10/03)
(Chemical Equation Presented) Using a chemoenzymatic synthetic strategy, (S)-imperanene and its (R)-enantiomer has been synthesized from vanillin in nine steps. The key step in the synthesis involves the use of Pseudomonas cepacia lipase (PS-30) to induce
Total synthesis of (S)-(+)-imperanene. Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates
Doyle, Michael P.,Hu, Wenhao,Valenzuela, Marcela V.
, p. 2954 - 2959 (2007/10/03)
The total synthesis of (S)-(+)-imperanene, a natural product found in Chinese medicine, has been completed in 12 steps from a commercially available cinnamic acid. The key step is highly enantioselective carbon-hydrogen insertion from a diazoacetate using a chiral dirhodium(II) carboxamidate catalyst. An elimination process essential to the construction has been optimized to avoid intramolecular Friedel-Crafts alkylation.