Enantioselective sequential conjugate addition-allylation reactions: a concise total synthesis of (+)-podophyllotoxin.
A highly flexible and concise total synthesis of (+)-podophyllotoxin featured with an enantioselective sequential conjugate addition-allylation reaction was reported. Starting from commercially available 3,4,5-trimethoxycinnamic acid, this new route leads to (+)-podophyllotoxin 1 in only eight steps with 29% overall yield.
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 650091, PR China.
Zhao
Jingfeng
J
Chen
Jingbo
J
Pan
Chengxue
C
Li
Liang
L
Zhang
Hongbin
H
D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002934:Cinnamates / Q000737:chemistry*; D015394:Molecular Structure; D011034:Podophyllotoxin / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D001688:Biological Products; D002934:Cinnamates; C031619:3,4,5-trimethoxycinnamic acid; D011034:Podophyllotoxin