Title of article
Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine
Author/Authors
Miguel A. Gonz?lez، نويسنده , , David Pérez-Guaita، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
9612
To page
9615
Abstract
Short syntheses of bioactive (+)-ferruginol in five or six synthetic steps starting from commercially available (+)-dehydroabietylamine are described. The oxygenated function at C12 was introduced via a Friedel–Crafts acylation of N-phthaloyldehydroabietylamine followed by Baeyer–Villiger oxidation. Then, overall deprotection of functional groups, reductive deamination or biomimetic oxidative deamination, and final Wolff–Kishner reduction provided (+)-ferruginol in 21 and 23% overall yields, respectively.
Keywords
Deamination , Dehydroabietylamine , Ferruginol , Chemical synthesis , diterpene
Journal title
Tetrahedron
Serial Year
2012
Journal title
Tetrahedron
Record number
1105142
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