Pseudoephenamine: A Practical Chiral Auxiliary for Asymmetric Synthesis

Pseudoephenamine: A Practical Chiral Auxiliary for Asymmetric Synthesis

Unrestricted: Pseudoephenamine is introduced as a versatile chiral auxiliary and an alternative to pseudoephedrine in asymmetric synthesis. It is free from regulatory restrictions and leads to remarkable stereocontrol in alkylation reactions, especially in those that form quaternary carbon centers....

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Veröffentlicht in:Angewandte Chemie International Edition 2012-05, Vol.51 (19), p.4568-4571
Hauptverfasser: Morales, Marvin R., Mellem, Kevin T., Myers, Andrew G.
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
Amides - chemistry
Amphetamine - chemical synthesis
Amphetamine - chemistry
asymmetric synthesis
chiral auxiliary
Crystallography, X-Ray
Molecular Conformation
pseudoephedrine
pseudoephenamine
Stereoisomerism
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Beschreibung
Zusammenfassung:Unrestricted: Pseudoephenamine is introduced as a versatile chiral auxiliary and an alternative to pseudoephedrine in asymmetric synthesis. It is free from regulatory restrictions and leads to remarkable stereocontrol in alkylation reactions, especially in those that form quaternary carbon centers. Amides derived from pseudoephenamine exhibit a high propensity to be crystalline substances, and provide sharp, well‐defined signals in NMR spectra.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201200370