Title of article
Novel synthetic strategy toward abietane and podocarpane-type diterpenes from (−)-sclareol: synthesis of the antitumor (+)-7-deoxynimbidiol
Author/Authors
Alvarez-Manzaneda، نويسنده , , J.Enrique and Chahboun، نويسنده , , Rachid and Cabrera، نويسنده , , Eduardo A. Alvarez، نويسنده , , Esteban and Alvarez-Manzaneda، نويسنده , , Ramَn and Hmamouchi، نويسنده , , Mohammed and Es-Samti، نويسنده , , Hakima، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
5
From page
8930
To page
8934
Abstract
A new route to abietane and podocarpane-type terpenoids from labdane diterpenes is reported. The key step is the transformation of β-ketoester 9 into the corresponding O-acetylsalicylate ester 18, via a manganese(III)-based oxidative free-radical cyclization carried out in Ac2O. Utilizing this, the synthesis of the antitumor (+)-7-deoxynimbidiol (5) from (−)-sclareol (11) has been achieved. (+)-Nimbidiol (6) and the natural terpenoid 20 have also been synthesized.
Keywords
Abietane diterpenoids , Podocarpane terpenoids , Oxidations , cyclizations
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1857554
Link To Document