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Issue 7, 2004
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A catalytic and iterative route to β-substituted estersvia highly enantioselective conjugate addition of dimethylzinc to unsaturated malonates

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Abstract

Using the chiral phosphoramidite ligand (S,R,R)-L1 in the conjugate addition of dimethylzinc to acyclic unsaturated malonates, enantioselectivities of up to 98% have been obtained for the first time. An iterative and stereodivergent route to 3,5-dimethyl esters that takes advantage of this asymmetric catalysis has been developed.

Graphical abstract: A catalytic and iterative route to β-substituted esters via highly enantioselective conjugate addition of dimethylzinc to unsaturated malonates

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Article information


Submitted
05 Dec 2003
Accepted
28 Jan 2004
First published
24 Feb 2004

Chem. Commun., 2004, 792-793
Article type
Communication

A catalytic and iterative route to β-substituted esters via highly enantioselective conjugate addition of dimethylzinc to unsaturated malonates

J. Schuppan, A. J. Minnaard and B. L. Feringa, Chem. Commun., 2004, 792
DOI: 10.1039/B315871C

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