Issue 17, 2011
From the journal:

Organic & Biomolecular Chemistry

Selectivity in reduction of natural furanoheliangolides with Stryker's reagent†

Daiane C. Sass,a   Vladimir C. G. Heleno,b   Gustavo O. Morais,*b   João L. C. Lopes,c   Norberto P. Lopes*c  and  Mauricio G. Constantino*a  

* Corresponding authors

a Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes 3900, Ribeirão Preto–SP, Brazil
E-mail: mgconsta@usp.br

b Núcleo de Pesquisas em Ciências Exatas e Tecnológicas, Universidade de Franca, Avenida Dr Armando de Salles Oliveira, 201, Franca–SP, Brazil
E-mail: vheleno_05@yahoo.com.br

c Departamento de Física e Química, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Avenida do Café s/n, Ribeirão Preto–SP, Brazil
E-mail: npelopes@fcfrp.usp.br

Abstract

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.

Graphical abstract: Selectivity in reduction of natural furanoheliangolides with Stryker's reagent

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C1OB05734K
Article type
Paper
Submitted
10 May 2011
Accepted
06 Jun 2011
First published
06 Jun 2011

Org. Biomol. Chem., 2011,9, 6148-6153

Permissions

Request permissions

Selectivity in reduction of natural furanoheliangolides with Stryker's reagent

D. C. Sass, V. C. G. Heleno, G. O. Morais, J. L. C. Lopes, N. P. Lopes and M. G. Constantino, Org. Biomol. Chem., 2011, 9, 6148 DOI: 10.1039/C1OB05734K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements