Liebigs Annalen der Chemie

Asymmetric synthesis of α??substituted amino acids and amines by carbon–carbon bond formation in position α to the nitrogen

M Kolb, J Barth

Index: Kolb, Michael; Barth, Jacqueline Liebigs Annalen der Chemie, 1983 , # 10 p. 1668 - 1688

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Citation Number: 15

Abstract

Abstract The asymmetric synthesis of α-substituted α-amino acids and propargylamines is described. As chiral auxiliary we used (S)-(–)-1-dimethoxymethyl-2- methoxymethylpyrrolidine (SDMP, 1). Treatment of the amino acids or amines with SDMP 1 afforded the corresponding amidines C, which can be metalated and alkylated to yield the products D, which were hydrolyzed to give the desired α-substituted α-amino acids 20 and ...