Asymmetric synthesis of (-)-swainsonine.
We report a new asymmetric synthetic method for (-)-swainsonine utilizing a chiral oxazoline precursor. The key features in this strategy are the diastereoselective oxazoline formation reaction catalyzed by palladium(0), diasteroselective dihydroxylation, and the stereocontrolled allylation reaction with TiCl(4).
College of Pharmacy, Sung Kyun Kwan University, Suwon 440-746, Korea.
Yong-Shou
YS
Tian
Jae-Eun
JE
Joo
Bae-Soo
BS
Kong
Van-Thoai
VT
Pham
Kee-Young
KY
Lee
Won-Hun
WH
Ham
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D017026:Swainsonine / Q000138:chemical synthesis* / Q000737:chemistry
D000972:Antineoplastic Agents, Phytogenic; D010080:Oxazoles; D017026:Swainsonine