ChemInform Abstract: Synthesis of New Chiral Auxiliaries Derived from (S)-Tryptophan

Autor:	Laura Tomasoni, Claudia Tomasini, Giuliana Cardillo, Luca Gentilucci
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Chemistry Reagent medicine Proton NMR Tryptophan Organic chemistry General Medicine Chloride medicine.drug Amino acid
Zdroj:	ChemInform. 27
ISSN:	0931-7597
DOI:	10.1002/chin.199601155
Popis:	The synthesis of chiral aminoalcohols 4 derived from (S)-tryptophan is described, by reaction of the protected amino acid 3 with various Grignard reagents. The aminoalcohols were transformed into the corresponding oxazolidin-2-ones 2 and acylated with 2-butenoyl chloride and 2-hexenoyl chloride, affording the imides 5a-e. The conformational analysis of both the oxazolidin-2-ones 2 and the Michael acceptors 5 was performed by means of 1H NMR, NOEDIF experiments and semiempirical AM1 calculations.
Databáze:	OpenAIRE
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