A new and efficient strategy for the synthesis of podophyllotoxin and its analogues.
[structure: see text]. An efficient and stereoselective strategy for the total synthesis of podophyllotoxin was developed. This route leads to podophyllotoxin 1 in only 12 steps with 29% overall yield. A notable feature of this synthetic strategy is the use of the cascade addition-alkylation to ensure the key C1-C2 stereochemistry that is pivotal for the synthesis of podophyllotoxin.
Wu
Yingming
Y
Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, PR China.
Zhang
Hongbin
H
Zhao
Yuanhong
Y
Zhao
Jingfeng
J
Chen
Jingbo
J
Li
Liang
L
D000478:Alkylation; D015394:Molecular Structure; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011034:Podophyllotoxin