Total Synthesis of (+)-Lysergic Acid

被引:67
作者
Liu, Qiang [1 ,2 ]
Jia, Yanxing [1 ,2 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, 38 Xueyuan Rd, Beijing 100191, Peoples R China
[2] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Peoples R China
基金
中国国家自然科学基金;
关键词
RING-CLOSING METATHESIS; EFFICIENT TOTAL-SYNTHESIS; SUZUKI-MIYAURA REACTION; FORMAL TOTAL-SYNTHESIS; LYSERGIC-ACID; (+/-)-LYSERGIC ACID; ERGOT ALKALOIDS; (&/-)-LYSERGIC ACID; DIRECT ANNULATION; CHLOROPEPTIN-I;
D O I
10.1021/ol2018467
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled total synthesis of (+)-lysergic acid (1) is achieved using three metal-catalyzed methodologies for the construction of three key rings. Highlights of the synthesis include Pd-catalyzed indole synthesis to form the Bring, a RCM reaction to form the D ring, and an intramolecular Heck reaction to form the C ring.
引用
收藏
页码:4810 / 4813
页数:4
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