Issue 40, 2013
From the journal:

Chemical Communications

Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone†

Joana Zambrana,a   Pedro Romea*a  and  Fèlix Urpí*a  

* Corresponding authors

a Departament de Química Orgànica, Universitat de Barcelona, Carrer Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain
E-mail: pedro.romea@ub.edu, felix.urpi@ub.edu
Fax: +34 93 3397878
Tel: +34 93 4039106

Abstract

A novel substrate-controlled aldol reaction of a chiral isopropyl ketone is reported. The outstanding regioselective enolization by TiCl4–i-Pr2NEt provides a chelated enolate that can participate in highly diastereoselective additions to a wide array of aldehydes favouring the corresponding 2,5-syn adducts.

Graphical abstract: Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3CC41640B
Article type
Communication
Submitted
04 Mar 2013
Accepted
28 Mar 2013
First published
28 Mar 2013

Chem. Commun., 2013,49, 4507-4509

Permissions

Request permissions

Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone

J. Zambrana, P. Romea and F. Urpí, Chem. Commun., 2013, 49, 4507 DOI: 10.1039/C3CC41640B

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