Volume 33, Issue 35 p. 71
Preparative Organic Chemistry
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Synthesis of Stereo-Defined α-Trifluoromethyl (Tfm)-Malic Units.

Cristina Zucca

Cristina Zucca

Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy

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Pierfrancesco Bravo

Pierfrancesco Bravo

Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy

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Luciana Malpezzi

Luciana Malpezzi

Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy

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Alessandro Volonterio

Alessandro Volonterio

Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy

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Matteo Zanda

Matteo Zanda

Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy

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First published: 20 May 2010

Abstract

For Abstract see ChemInform Abstract in Full Text.

ChemInform Abstract

Aldol reaction of enolates of N-acyl-1,3-oxazolidin-2-ones (I) with (II) occur with low to good stereoselectivity depending on the steric properties of the N-acyl group. Attempts to remove the auxiliary from (III) results only for (IIId) in the formation of the desired acid (V).

chemical structure image

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