Volume 26, Issue 6
Heterocyclic Compounds
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ChemInform Abstract: Chemistry of Aziridinecarboxylic Acids. Part 4. Enantioselective Hydration of Aziridine-2-carbonitrile.

K. JAEHNISCH

K. JAEHNISCH

Inst. Angew. Chem., D-12484 Berlin-Adlershof, Germany

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E. GRUENDEMANN

E. GRUENDEMANN

Inst. Angew. Chem., D-12484 Berlin-Adlershof, Germany

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A. KUNATH

A. KUNATH

Inst. Angew. Chem., D-12484 Berlin-Adlershof, Germany

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M. RAMM

M. RAMM

Inst. Angew. Chem., D-12484 Berlin-Adlershof, Germany

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First published: February 7, 1995

Abstract

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ChemInform Abstract

The title reaction is carried out using the nitrile (II) as chiral catalyst. Besides the expected products (-)-(I) and (III) the halfaminal (IV) is formed by reaction with (II). The optical purity of (-)-(I) depends on the conversion rate and is highest for 73% conversion. The mechanism of the formation of (IV) is discussed.

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