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

Chem Commun (Camb)

Departament de Química Orgànica, Universitat de Barcelona, Carrer Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain.

Published: May 2013

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.

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Source
http://dx.doi.org/10.1039/c3cc41640bDOI Listing

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