Total synthesis of crisamicin A.
Stereoselective total synthesis of natural product crisamicin A (1) was accomplished for the first time via the Pd/TMTU-catalyzed alkoxycarbonylative annulation to generate a unique cis-pyran-fused lactone, an intermolecular Diels-Alder reaction to construct the pyranonaphthoquinone unit, and a novel Pd-thiourea pincer complex-catalyzed homocoupling of functionalized naphthoquinones.
Li
Zhengtao
Z
Laboratory of Chemical Genomics, Shenzhen Graduate School, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Beijing.
Gao
Yingxiang
Y
Tang
Yefeng
Y
Dai
Mingji
M
Wang
Guoxin
G
Wang
Zhigang
Z
Yang
Zhen
Z
D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008847:Micromonospora / Q000737:chemistry; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
D001688:Biological Products; D009285:Naphthoquinones; D010165:Palladium; C048652:crisamicin A