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Synthesis of wiedendiol-A and wiedendiol-B from labdane diterpenes

✍ Scribed by Alejandro F. Barrero; Enrique J. Alvarez-Manzaneda; Rachid Chahboun


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
844 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis


Two efficient enantiospecific syntheses of wiedendioI-A (1) from (-)-sclareol (7), via I 1-bromo-8-drimene (I!) and 8-drimen-1 i-al (3), are reported. The first enantiospecific synthesis of wiedendioI-B (2), via 8S.9S-driman-! l-al (26), by two alternative mutes starting from 7 and (+)-cisabienol (8) is also described. 21 prepared from protocatechualdehyde (17) was used as aromatic synthon for preparing 1 and 2.


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## Abstract Marrusidins A (**1**) and B (**2**), two new labdane‐type diterpenes, were isolated from the CHCl~3~‐soluble subfraction of __Marrubium anisodon__, along with polyodonine. Their structures were assigned with the aid of ^1^H‐ and ^13^C‐NMR spectra and by COSY, HMQC, NOESY, and HMBC exper