A switchable dual organocatalytic system and the enantioselective total synthesis of the quadrane sesquiterpene suberosanone.
The combination of aminocatalysis with N-heterocyclic carbene catalysis has been extended to a switchable dual catalytic system, which allowed a direct enantioselective entry to bridged bicyclo[3.n.1] ring systems and the total synthesis of the natural product (1R)-suberosanone.
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Yajun
Y
Ren
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Marc
M
Presset
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Jeremy
J
Godemert
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Nicolas
N
Vanthuyne
Aix Marseille Université, CNRS, Spectropole FR1739, F-13397 Marseille, France.
Jean-Valère
JV
Naubron
Aix Marseille Université, CNRS, Spectropole FR1739, F-13397 Marseille, France.
Michel
M
Giorgi
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Jean
J
Rodriguez
Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR7313, F-13397 Marseille, France. jean.rodriguez@univ-amu.fr yoann.coquerel@univ-amu.fr.
Yoann
Y
Coquerel
D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D002942:Circular Dichroism; D009905:Optical Rotatory Dispersion; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D012717:Sesquiterpenes; C513512:suberosanone