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).
Tian
Yong-Shou
YS
College of Pharmacy, Sung Kyun Kwan University, Suwon 440-746, Korea.
Joo
Jae-Eun
JE
Kong
Bae-Soo
BS
Pham
Van-Thoai
VT
Lee
Kee-Young
KY
Ham
Won-Hun
WH
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