Tetrahedron

New syntheses of α-amino acids based on N-acylimino acetates

T Bretschneider, W Miltz, P Münster, W Steglich

Index: Bretschneider, Thomas; Miltz, Wolfgang; Muenster, Peter; Steglich, Wolfgang Tetrahedron, 1988 , vol. 44, # 17 p. 5403 - 5414

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Citation Number: 87

Abstract

The reaction of N-acylamino-2-bromoacetes 2 (via N-acylimino acetates 3) with higher order mixed cuprates, trimethysilyl enol ether and β-dicarbonyl compounds leads to a variety of α- amino acid derivatives. Their conversion into the free amino acids can be conveniently carried out by the use of t-butyl protection. In case of the N-acetyl compounds cleavage of the protecting group and optical resolution can be achieved in one step by hog renal ...