Synthesis of santiagonamine.
The first total synthesis of santiagonamine (1) is achieved in 12 steps from isovanillin. A palladium-catalyzed Ullmann cross-coupling reaction and a photocyclization are the key steps in the synthesis.
E.F. Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
Michael D
MD
Markey
Ying
Y
Fu
T Ross
TR
Kelly
D000470:Alkaloids / Q000138:chemical synthesis*; D001547:Benzaldehydes / Q000737:chemistry; D028142:Berberis / Q000737:chemistry; D003374:Coumarins / Q000138:chemical synthesis*; D007546:Isoquinolines / Q000138:chemical synthesis*; D010946:Plants, Medicinal / Q000737:chemistry; D014945:Wound Healing
D000470:Alkaloids; D001547:Benzaldehydes; D003374:Coumarins; D007546:Isoquinolines; C523379:santiagonamine; C093382:isovanillin