Protecting-group-free total synthesis of aplykurodinone-1.
A concise, stereoselective, and protecting-group-free total synthesis of aplykurodinone-1 from Hajos-Parrish ketone was described. The synthetic approach features a sequence of aerobic allylic oxidation and elimination of alcohol 9. The key intermediate for this synthesis was formed by a stereoselective intramolecular radical cyclization.
School of Pharmaceutical Science and Technology, Key Laboratory for Modern Drug Delivery & High-Efficiency, Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University , Tianjin, 300072 P. R. China.
Yu
Y
Tang
Ji-tian
JT
Liu
Ping
P
Chen
Ming-can
MC
Lv
Zhen-zhen
ZZ
Wang
Yi-kun
YK
Huang
D003500:Cyclization; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D007189:Indans; D007783:Lactones; C551549:aplykurodinone-1