Reactions of Amines. XV. Synthesis of α-Amino Acids from Imino Esters1, 2
HE Baumgarten, JE Dirks, JM Petersen…
Index: Baumgarten,H.E. et al. Journal of Organic Chemistry, 1966 , vol. 31, p. 3708 - 3711
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Citation Number: 17
Abstract
Substituted alkyl acetimidates 2 were halogenated on nitrogen with hypochlorous acid; the resulting N-chlorimino esters 3 were subjected to basecatalyzed rearrangement, possibly proceeding through the aairine 4 or aziridine 5 intermediates. Subsequent acid hydrolysis of the intermediates gave the a-amino acid esters 6 or, by more vigorous hydrolysis, the a- amino acids 7.
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