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Issue 38, 2007
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Direct asymmetric catalytic 1,2-addition of RZnX to aldehydes promoted by AlMe3 and reversal of expected stereochemistry

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Abstract

Addition of AlMe3 to commercial THF solutions of RZnX (R = aryl, functionalised aryl, vinyl; X = Br, I) simultaneously promotes Schlenk equilibria (leading to competent nucleophiles) and the formation of an Al–Zn-ligand catalyst delivering 80–90% ee for Ar1CH(OH)Ar2 formation from aldehydes.

Graphical abstract: Direct asymmetric catalytic 1,2-addition of RZnX to aldehydes promoted by AlMe3 and reversal of expected stereochemistry

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Publication details

The article was received on 12 Jul 2007, accepted on 26 Jul 2007 and first published on 15 Aug 2007


Article type: Communication
DOI: 10.1039/B710681E
Chem. Commun., 2007, 3945-3947

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    Direct asymmetric catalytic 1,2-addition of RZnX to aldehydes promoted by AlMe3 and reversal of expected stereochemistry

    J. Shannon, D. Bernier, D. Rawson and S. Woodward, Chem. Commun., 2007, 3945
    DOI: 10.1039/B710681E

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