The Journal of Organic Chemistry

Reaction of. beta.-hydroxy. alpha.-amino acid derivatives with (diethylamino) sulfur trifluoride (DAST). Synthesis of. beta.-fluoro. alpha.-amino acids

SV Pansare, JC Vederas

Index: Pansare, Sunil V.; Vederas, John C. Journal of Organic Chemistry, 1987 , vol. 52, # 21 p. 4804 - 4810

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Citation Number: 44

Abstract

11 aldehydes to form the &hydroxy compounds 5a-i with a diastereomeric ratio of approximately 5: l in each case (Table I). l9 The N-protected amino aldehydes 10 and 11, which were required for the preparation of 5g and 5h, respectively, were easily obtained from 3-aminopropanol (N-protection followed by oxidation) and 4-aminobutyraldehyde diethyl acetal (N-protection followed by hydrolysis).