Volume 19, Issue 4
Heterocyclic Compounds
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ChemInform Abstract: Asymmetric Michael Addition/Lactamization via SAMP-/RAMP-Hydrazones. Enantioselective Synthesis of Substituted Tetrahydro-2,5(1H,3H)-quinolinediones.

D. ENDERS

D. ENDERS

Inst. Org. Chem., Rhein. Westf. Techn. Hochschule, D-5100 Aachen

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A. S. DEMIR

A. S. DEMIR

Inst. Org. Chem., Rhein. Westf. Techn. Hochschule, D-5100 Aachen

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H. PUFF

H. PUFF

Inst. Org. Chem., Rhein. Westf. Techn. Hochschule, D-5100 Aachen

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S. FRANKEN

S. FRANKEN

Inst. Org. Chem., Rhein. Westf. Techn. Hochschule, D-5100 Aachen

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First published: January 26, 1988

Abstract

The chiral hydrazine (II) reacts with the cyclohexane-1,3-diones (I) to form the tautomers (III) of the corresponding monohydrazones.

ChemInform Abstract

The chiral hydrazine (II) reacts with the cyclohexane-1,3-diones (I) to form the tautomers (III) of the corresponding monohydrazones. These are coupled with the benzylidenemalonates (IV), yielding the adducts (V). Cyclization and deprotection produce the optically active quinolinediones (VIII).

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