Selectivity in reduction of natural furanoheliangolides with Stryker's reagent


Autoria(s): SASS, Daiane C.; HELENO, Vladimir C. G.; MORAIS, Gustavo O.; LOPES, Joao L. C.; LOPES, Norberto P.; CONSTANTINO, Mauricio G.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

17/04/2012

17/04/2012

2011

Resumo

Reduction of the natural sesquiterpene lactones furanoheliangolides with Stryker's reagent is an effective process for producing eremantholides through a biomimetic pathway. Other reduction products are also formed. Oxygenated functions at C-15 of the furanoheliangolide produce an increase in the velocities of the reactions and reduce the chemoselectivity of the reagent.

FAPESP

CNPq

Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)

Identificador

ORGANIC & BIOMOLECULAR CHEMISTRY, v.9, n.17, p.6148-6153, 2011

1477-0520

http://producao.usp.br/handle/BDPI/14852

10.1039/c1ob05734k

http://dx.doi.org/10.1039/c1ob05734k

Idioma(s)

eng

Publicador

ROYAL SOC CHEMISTRY

Relação

Organic & Biomolecular Chemistry

Direitos

closedAccess

Copyright ROYAL SOC CHEMISTRY

Palavras-Chave #SCHULTZ-BIP COMPOSITAE #NF-KAPPA-B #SESQUITERPENE LACTONES #CONJUGATE REDUCTION #(+)-EREMANTHOLIDE-A #STEREOCHEMISTRY #CONSTRUCTION #<(PH3P)CUH>6 #CYCLIZATION #INHIBITION #Chemistry, Organic
Tipo

article

original article

publishedVersion