41747-05-1Relevant articles and documents
Formal synthesis of Ambrox and 9-epiambrox
Cortes,Armstrong,Reyes,Lopez,Madariaga
, p. 1995 - 2002 (1996)
(-)-Drimenol (5) was used as starting material for the synthesis of diastereoisomeric diols 3 and 4, through the nitrile 7. Compounds 3 and 4 are the direct precursors of Ambrox (1) and 9-epiambrox (2).
Synthesis of decalin type chiral synthons based on enzymatic functionalisation and their application to the synthesis of (-)-ambrox and (+)-zonarol
Akita, Hiroyuki,Nozawa, Masako,Shimizu, Hiroyo
, p. 1789 - 1799 (2007/10/03)
Stereoselective syntheses of (-)-ambrox 2 and (+)-zonarol 3 were achieved based on the enzymatic syntheses of (8aS)- and (8aR)-decalin-type 1,3-diols 1, respectively. Non-racemic intermediates such as (8aS)-1 and (8aR)-1 were obtained based on the enantioselective hydrolyses of the phenolic acetal derivative (±)-7 by acylase I.
Formal synthesis of (±)-Ambrox
Barco, Achille,Benetti, Simonetta,Bianchi, Anna,Casolari, Alberto,Guarneri, Mario,Pollini, Gian P.
, p. 8333 - 8338 (2007/10/02)
The immediate precursor of (±)-Ambrox 1 has been conveniently prepared in a seven-step sequence starting from the readily available methyl 2-oxo-5,5,8a-trimethyldecahydronaphthalene-1-carboxylate 2, in turn derived by stannic chloride-mediated cyclization of methyl 3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate.
