Short and efficient total synthesis of luotonin A and 22-hydroxyacuminatine using a common cascade strategy.
Total syntheses of 22-hydroxyacuminatine and luotonin A were achieved in direct fashion and high overall yields (16% in eight steps and 47% in five steps, respectively). A mild cascade methodology was successfully applied in both syntheses as a common strategy. The new approach presents the advantages of short routes, high overall yields, use of stable intermediates, and ease of operations.
Zhou
Hai-Bin
HB
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
Liu
Guan-Sai
GS
Yao
Zhu-Jun
ZJ
D002166:Camptothecin / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D005449:Fluorenes / Q000737:chemistry; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D008968:Molecular Conformation; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry
C508964:22-hydroxyacuminatine; D005449:Fluorenes; D007212:Indolizines; D011758:Pyrroles; D011804:Quinolines; D011809:Quinones; C480761:luotonin A; D002166:Camptothecin