A new strategy towards the total synthesis of phenanthridone alkaloids: synthesis of (+)-2,7-dideoxypancratistatin as a model study.
A new strategy towards the synthesis of phenanthridone alkaloids has been reported through the synthesis of (+)-2,7-dideoxypancratistatin from D-(-)-quinic acid employing PET initiated carbocyclization of an electron rich aromatics by silylenol ether as a key step.
Pandey
Ganesh
G
Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune-411008, India. pandey@ems.ncl.res.in
Murugan
Andiappan
A
Balakrishnan
Madhesan
M
D047151:Amaryllidaceae Alkaloids; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D000998:Antiviral Agents / Q000138:chemical synthesis; D007546:Isoquinolines / Q000138:chemical synthesis*; D010616:Phenanthrenes / Q000138:chemical synthesis*; D011801:Quinic Acid / Q000737:chemistry
C476205:2,7-dideoxypancratistatin; D047151:Amaryllidaceae Alkaloids; D000970:Antineoplastic Agents; D000998:Antiviral Agents; D007546:Isoquinolines; D010616:Phenanthrenes; D011801:Quinic Acid; C044997:pancratistatin; C040601:phenanthridone