Dehydroamino acid derivatives from D-arabinose and L-serine: synthesis of models for the azinomycin antitumor antibiotics

Autor:	Zuchun Zhao, John E. Tellew, Edmund J. Moran, Robert W. Armstrong
Rok vydání:	1993
Předmět:	chemistry.chemical_classification Arabinose chemistry.chemical_compound Aldose chemistry Bicyclic molecule Stereochemistry Intramolecular force Organic Chemistry Halogenation Ring (chemistry) Condensation reaction Antitumor Antibiotics
Zdroj:	The Journal of Organic Chemistry. 58:7848-7859
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00079a033
Popis:	Synthesis of aldehydes 17 from D-arabinose and 31 from L-serine provided key precursors for the generation of highly functionalized dehydroamino acid derivatives upon condensation with glycyl phosphonates. Subsequent bromination and intramolecular addition/elimination afforded the azabicyclo[3.1.0]hex-2-ylidene ring system postulated to exist in the azinomycin antitumor antibiotics
Databáze:	OpenAIRE
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