(S)??Pyroglutamic Acid,(S)??Malic Acid, and (S)??Serine as Useful Starting Materials in the Synthesis of Enantiopure Hydroxyamidines

M Ostendorf, J Dijkink, FPJT Rutjes…

文献索引：Ostendorf, Martin; Dijkink, Jan; Rutjes, Floris P. J. T.; Hiemstra, Henk European Journal of Organic Chemistry, 2000 , # 1 p. 115 - 124

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被引用次数: 18

摘要

Abstract The synthesis of four enantiopure hydroxyamidines is described. One amidine was obtained from (S)-pyroglutamic acid. Its key step involved the addition of phenylmagnesium bromide to the corresponding ester, affording the tertiary alcohol without detectable racemization. The second amidine was obtained by coupling of an (S)-malic acid derived N- acyliminium ion with β-naphthol. The other amidines were obtained from an (S)-serine- ...