Issue 40, 2013

Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone

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

Supplementary files

Article information

Article type
Communication
Submitted
04 Mar 2013
Accepted
28 Mar 2013
First published
28 Mar 2013

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

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

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