Liebigs Annalen der Chemie

Ein effektiver Weg zu GABA??analogen Aminosäuren: Cyclopropanierung von N??silylierten Allylaminen und Enaminen

K Paulini, HU Reißig

Index: Paulini, Klaus; Reissig, Hans-Ulrich Liebigs Annalen der Chemie, 1991 , # 5 p. 455 - 461

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Citation Number: 22

Abstract

N-Silylated allylamines 1 are effectively transformed into methyl cyclopropanecarboxylates 2 by methyl diazoacetate under Rh,(OAc), catalysis. Derivatives 2a and 2b are smoothly converted into trans-substituted amino acids 6a and 6b, re-spectively, and to bicyclic y- lactams 5a and 5b. The pharmacologically interesting y-aminobutyric acid (GABA) analogue trans-6a is now available in few steps. Photochemical and thermal Fe (CO),-induced ...