Synthesis of (-)-Cannabimovone and Structural Reassignment of Anhydrocannabimovone through Gold(I)-Catalyzed Cycloisomerization.
The first total synthesis of cannabimovone from Cannabis sativa and anhydrocannabimovone was achieved by means of a highly stereoselective gold(I)-catalyzed cycloisomerization. The results led to reassignment of the structure of anhydrocannabimovone.
Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Javier
J
Carreras
Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Mariia S
MS
Kirillova
Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain. aechavarren@iciq.es.|Departament de Química Analítica i Química, Orgànica, Universitat Rovira i Virgili, C/ Marcel⋅li Domingo s/n, 43007, Tarragona, Spain. aechavarren@iciq.es.
Antonio M
0000-0001-6808-3007
AM
Echavarren
cannabinoids; cycloisomerization; gold; oxy-Michael reaction; total synthesis