Issue 52, 2014
From the journal:

Chemical Communications

Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols†‡

Olga Soares do Rego Barros,§a   Juan Alberto Sirvent,a   Francisco Foubelo*a  and  Miguel Yus*a  

* Corresponding authors

a Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain
E-mail: foubelo@ua.es, yus@ua.es

Abstract

The palladium-catalyzed allylation of N-tert-butanesulfinyl imines with allylic alcohols in the presence of InI as reducing reagent takes place with high diastereoselectivity in reasonable yields. The reaction with crotyl alcohol is totally regioselective, leading to the anti-diastereomer as the main reaction product.

Graphical abstract: Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C4CC02317J
Article type
Communication
Submitted
28 3 2014
Accepted
23 4 2014
First published
24 4 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 6898-6901

Author version available

Download author version (PDF)

Permissions

Request permissions

Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols

O. S. D. R. Barros, J. A. Sirvent, F. Foubelo and M. Yus, Chem. Commun., 2014, 50, 6898 DOI: 10.1039/C4CC02317J

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements