The Discreet Structural Diversity of Briarellins: DU8+ Guided Multiple Structure Revisions Yielded Two Unknown Structural Types.
J Org Chem
; 85(9): 6201-6205, 2020 May 01.
Article
em En
| MEDLINE
| ID: mdl-32323536
ABSTRACT
Briarellins, a subset of C2-C11 cyclized cembranoids, were proposed to contain a C3-C14 ether or lactone bridge, similar to asbestinins. However, the total synthesis of the proposed structure of briarellin J revealed a misassignment. We revisited briarellins, computationally, with the help of a recently developed hybrid DFT/parametric method, DU8+, and revised the structures of briarellin C14-C3 ε-lactones to new structural types containing either a C14-C11 or C14-C12 lactone bridge. The original structures of briarellin and asbestinin ethers were confirmed.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Lactonas
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2020
Tipo de documento:
Article
País de afiliação:
Estados Unidos