Volume 18, Issue 38
Heterocyclic Compounds
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ChemInform Abstract: Asymmetric α-Amidoalkylation. Synthesis of α-Substituted Piperidines of High Enantiomeric Purity.

K. TH. WANNER

K. TH. WANNER

Inst. Pharm. Lebensmittelchem., Univ., D-8000 Muenchen 2

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A. + KAERTNER

A. + KAERTNER

Inst. Pharm. Lebensmittelchem., Univ., D-8000 Muenchen 2

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First published: September 22, 1987

Abstract

The chiral enamide (I) is converted into the iminium salt (III) which reacts with the silyl enol ethers (IV), yielding the diastereomeric amidoalkylation products (V) and (VI).

ChemInform Abstract

The chiral enamide (I) is converted into the iminium salt (III) which reacts with the silyl enol ethers (IV), yielding the diastereomeric amidoalkylation products (V) and (VI). The ketones (VIa) and (VIc) are transformed into (+)-sedamine (VII) and the piperidines (IX) and (X).

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