Total Synthesis and Stereochemical Revision of Iriomoteolide-2a.
Angew Chem Int Ed Engl
; 57(14): 3801-3805, 2018 03 26.
Article
en En
| MEDLINE
| ID: mdl-29385300
ABSTRACT
Total syntheses of the proposed and correct structures of iriomoteolide-2a, a cytotoxic marine macrolide natural product with an unusual 23-membered macrolactone skeleton, have been accomplished for the first time. The synthesis of the correct structure involves an asymmetric epoxidation/diepoxide cyclization cascade for the construction of the bis(tetrahydrofuran) moiety, a Suzuki-Miyaura coupling for the fragment assembly, and a ring-closing metathesis for the closure of the macrocyclic backbone. In addition, the original stereochemical assignment of iriomoteolide-2a was revised.
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1
Colección:
01-internacional
Banco de datos:
MEDLINE
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2018
Tipo del documento:
Article
País de afiliación:
Japón