First enantioselective synthesis and absolute stereochemistry assignment of new monocyclic sesquiterpenes from Artemisia chamaemelifolia.
We herein report the first enantioselective synthesis of two new monocyclic sesquiterpenes from Artemisia chamaemelifolia starting from an enantiopure building block. The key feature of the present approach is to allow complete control of all the stereogenic centers present in the natural products and to elucidate their absolute stereochemistry, which to date is unknown.
Uttaro
Jean-Pierre
JP
Laboratoire de Réactivité Organique Sélective UMR 6516 Faculté des Sciences de St-Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France.
Audran
Gérard
G
Palombo
Elie
E
Monti
Honoré
H
D019306:Artemisia / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007202:Indicators and Reagents; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007202:Indicators and Reagents; D012717:Sesquiterpenes