Volume 22, Issue 16
Heterocyclic Compounds
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ChemInform Abstract: Broadening in the Scope of NADH Models by Using Chiral and Non-Chiral Pyrrolo(2,3-b)pyridine Derivatives.

V. LEVACHER

V. LEVACHER

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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R. BENOIT

R. BENOIT

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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J. DUFLOS

J. DUFLOS

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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G. DUPAS

G. DUPAS

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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J. BOURGUIGNON

J. BOURGUIGNON

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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G. QUEGUINER

G. QUEGUINER

INSA-IRCOF, 76131 Mont Saint Aignan, Fr.

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First published: April 23, 1991

Abstract

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ChemInform Abstract

In comparison to the hitherto known NADH coenzyme models the novel title compounds (V) and (VIII) allow the reduction of substrates such as benzaldehydes, araliphatic ketones, 1-exo-methyleneisoquinoline or cyclohexanone in generally high yields. Furthermore the stereochemistry of the reduction product of a prochiral ketone is not fixed and, depending on the reaction conditions either of the desired enantiomers can be prepared. Finally, the title compounds can be used in the syntheses of chiral precursors of target molecules, which are produced in high enantiomeric excesses.

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