Platinum-Catalyzed α,ß-Unsaturated Carbene Formation in the Formal Syntheses of Frondosin B and Liphagal.
Org Lett
; 19(1): 294-297, 2017 01 06.
Article
em En
| MEDLINE
| ID: mdl-27997203
ABSTRACT
Formal syntheses of tetracyclic terpenoids frondosin B and liphagal are described. Both synthetic routes rely on the use of platinum-catalyzed α,ß-unsaturated carbene formation for the key C-C bond forming transformations. The successful route toward frondosin B utilizes a formal (4 + 3) cycloaddition, while the liphagal synthesis features the vinylogous addition of an enol nucleophile as a key step. Both synthetic routes are discussed, revealing insights into structural requirements in the catalytic α,ß-unsaturated carbene reaction manifold.
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Base de dados:
MEDLINE
Assunto principal:
Platina
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Terpenos
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Compostos Heterocíclicos de 4 ou mais Anéis
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Metano
Idioma:
En
Ano de publicação:
2017
Tipo de documento:
Article