Short access to (+)-lupinine and (+)-epiquinamide via double hydroformylation.
Short and efficient access to (+)-lupinine and (+)-epiquinamide by means of an unprecedented double hydroformylation of a bis-homoallylic azide followed by a tandem catalytic hydrogenation/reductive bis-amination is reported.
Airiau
Etienne
E
Faculté de Pharmacie, UMR 7200, CNRS-Université de Strasbourg, Laboratoire d'Innovation Thérapeutique, 74 route du Rhin, F-67401 Illkirch, France.
Spangenberg
Thomas
T
Girard
Nicolas
N
Breit
Bernhard
B
Mann
André
A
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000586:Amination; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D006865:Hydrogenation; D015394:Molecular Structure; D011807:Quinolizines / Q000138:chemical synthesis* / Q000737:chemistry; D013034:Sparteine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D000093843:Quinolizidine Alkaloids
D000470:Alkaloids; D001386:Azides; D011807:Quinolizines; D013034:Sparteine; C481035:epiquinamide; C015971:lupinine; D000093843:Quinolizidine Alkaloids