An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis

(−)-Isoguaiene was prepared from (S)-citronellal in only 9–10 steps with good overall yields. Either a trienyne or a dienediyne metathesis and highly diastereoselective organocatalytic Michael additions of aldehydes derived from (S)-citronellal served as the key transformations.

Bibliographic Details
Main Authors: Yuzhou Wang, Ahmed F. Darweesh, Patrick Zimdars, Peter Metz
Format: Article
Language:English
Published: Beilstein-Institut 2019-04-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.15.83