Autor: |
Matthew Purzycki, Venkata Subbarao Kandula, Matthew W. Bacler, Elliot Hohn, Dmitry V. Avilov, Donald C. Dittmer, Zachary J. Martens |
Rok vydání: |
2009 |
Předmět: |
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Zdroj: |
ARKIVOC, Vol 2010, Iss 6, Pp 61-83 (2009) |
ISSN: |
1551-7012 |
DOI: |
10.3998/ark.5550190.0011.608 |
Popis: |
Treatment of alpha-bromoacyl amides of esters of N-protected alpha-amino acids with lithium telluride yields an amide enolate which cyclizes to unstable tetramic acids (2, 4-pyrrolidinediones) which can be converted to stable derivatives (e.g. enol esters, silyl enol ethers, enol tosylates). Reaction conditions are modified to reduce unwanted side reactions: protonation of the enolate, self-catalyzed intermolecular aldol rections of the tetramic acids, and potential racemization at the alpha-carbon atom of the amino acid. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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