Total synthesis of (+/-)-stemonamide and (+/-)-isostemonamide using a radical cascade.
Total synthesis of stemonamide and isostemonamide is described. The concise construction of the tricyclic core of these alkaloids was achieved by radical cascade involving 7-endo and 5-endo cyclizations.
Taniguchi
Tsuyoshi
T
Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Tanabe
Genzo
G
Muraoka
Osamu
O
Ishibashi
Hiroyuki
H
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D041901:Stemonaceae / Q000737:chemistry; D013237:Stereoisomerism
D000470:Alkaloids; D000577:Amides; D011083:Polycyclic Compounds; D013141:Spiro Compounds; C434309:stemonamide