Toward the total synthesis of palhinine A: expedient assembly of multifunctionalized isotwistane ring system with contiguous quaternary stereocenters.
The stereoselective, expedient assembly of the key functionalized isotwistane (bridged tricyclo[4.3.1.0(3,7)]decane) system, 5/6/6 ring, with contiguous quaternary stereocenters in Lycopodium alkaloid palhinine A and its analogues via an intramolecular Diels-Alder strategy is described.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , 222 Tianshui Nanlu, Lanzhou 730000, China, and State Key Laboratory of Natural and Biomimetic Drugs, Peking University , 38 Xueyuan Lu, Beijing100191, China.
Guo-Biao
GB
Zhang
Fang-Xin
FX
Wang
Ji-Yuan
JY
Du
Hu
H
Qu
Xiao-Yan
XY
Ma
Meng-Xue
MX
Wei
Cheng-Tao
CT
Wang
Qiong
Q
Li
Chun-An
CA
Fan
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D032502:Lycopodium / Q000737:chemistry; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000470:Alkaloids; D011083:Polycyclic Compounds; C553649:palhinine A