A highly efficient synthesis of the FGH ring of micrandilactone A. Application of thioureas as ligands in the Co-catalyzed Pauson-Khand reaction and Pd-catalyzed carbonylative annulation.
The functionalized FGH ring system of micrandilactone A was successfully constructed in high selectivity and good yields. The key reactions in our strategy are the Co-thiourea-catalyzed stereoselective, intramolecular Pauson-Khand reaction and Pd-thiourea-catalyzed stereoselective, intramolecular annulation. [structure: see text]
Tang
Yefeng
Y
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Beijing 100871, China.
Zhang
Yandong
Y
Dai
Mingji
M
Luo
Tuoping
T
Deng
Lujiang
L
Chen
Jiahua
J
Yang
Zhen
Z
D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry*; D008024:Ligands; D008968:Molecular Conformation; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry; D031363:Scutellaria / Q000737:chemistry; D013890:Thiourea / Q000031:analogs & derivatives* / Q000737:chemistry*; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry*
D007783:Lactones; D008024:Ligands; D014315:Triterpenes; C476501:micrandilactone A; D003035:Cobalt; D010165:Palladium; D013890:Thiourea