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Issue 38, 2005
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Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol–Yb(iii) complexes

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Abstract

The asymmetric direct aldol condensation of aldehydes with ethyl- and propylketones is catalyzed by syn-α-aminoalcohol–Yb(OTf)3 complexes, yielding the anti-1,3-diol monoesters with high diastereocontrol and good enantioselectivity. Three adjacent stereogenic centers are created in a simultaneous aldol condensation and Evans–Tishchenko reduction in an acyclic system.

Graphical abstract: Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol–Yb(iii) complexes

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Article information


Submitted
07 Jul 2005
Accepted
02 Aug 2005
First published
30 Aug 2005

Chem. Commun., 2005, 4854-4856
Article type
Communication

Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol–Yb(III) complexes

J. Mlynarski, J. Jankowska and B. Rakiel, Chem. Commun., 2005, 4854
DOI: 10.1039/B509505K

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