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CIAT with simultaneous epimerization at two stereocenters. Synthesis of substituted β-methyl-α-homophenylalanines

Identifieur interne : 000F37 ( Main/Exploration ); précédent : 000F36; suivant : 000F38

CIAT with simultaneous epimerization at two stereocenters. Synthesis of substituted β-methyl-α-homophenylalanines

Auteurs : Dušan Berkeš [Slovaquie] ; Pavol Jakubec [Slovaquie] ; Dagmar Winklerová [Slovaquie] ; František Považanec [Slovaquie] ; Adam Daich [France]

Source :

RBID : ISTEX:3FCEC6CC540C24DD2071579F239BCFE2C2D79CD2

Abstract

Diastereoselective aza-Michael additions of phenylethylamine to 3-aroylbutenoic acids are reported. During these processes, efficient control over two new stereogenic centers on the Michael acceptor has been possible via crystallization-induced asymmetric transformation (CIAT). As an application, a convenient two-step synthesis of anti-β-methylhomophenylalanines is also described.

Url:
DOI: 10.1039/b613103d


Affiliations:


Links toward previous steps (curation, corpus...)


Le document en format XML

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<div type="abstract">Diastereoselective aza-Michael additions of phenylethylamine to 3-aroylbutenoic acids are reported. During these processes, efficient control over two new stereogenic centers on the Michael acceptor has been possible via crystallization-induced asymmetric transformation (CIAT). As an application, a convenient two-step synthesis of anti-β-methylhomophenylalanines is also described.</div>
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