Organocatalytic preparation of simple β-hydroxy and β-amino esters: Low catalyst loadings and gram-scale synthesis

Organic Letters

Volumn 12, Issue 21, 2010, Pages 5052-5055

  Jiang, Hao ^a   Gschwend, Björn ^a   Albrecht, Łukasz ^a   Anker Jørgensen, Karl ^a  

^a AARHUS UNIVERSITY   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; EPOXIDE; ESTER;

AMINATION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; HYDROXYLATION; SYNTHESIS;

AMINATION; AMINO ACIDS; CATALYSIS; EPOXY COMPOUNDS; ESTERS; HYDROXYLATION; MOLECULAR STRUCTURE;

EID: 78049497553     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102164y     Document Type: Article

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57. As a reviewer correctly pointed out, the HBr deprotection method is unlikely to tolerate more functionalized substrates, including some of the proteinogenic side chains. The availability of the starting materials also limits the presented protocol to be most useful for preparation of simple β-amino esters. However, some of the same restrictions are present with alternative methods (see refs 1 and 2).