Liebigs Annalen der Chemie

Synthesis of amines and amino alcohols by electrophilic amination and highly stereoselective reduction

P Gmeiner, B Bollinger

Index: Gmeiner, Peter; Bollinger, Bernd Liebigs Annalen der Chemie, 1992 , # 3 p. 273 - 278

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Citation Number: 10

Abstract

Abstract A practical and selective method for the synthesis of the β-arylamines 5 and the cis- or trans-amino alcohols 8 or 11 is reported. The reaction sequence starts from α-tetralones 1 which readily react with dibenzyl azodicarboxylate to afford the protected α-hydrazino ketones 2. Then, depending on the reduction conditions, the trans-hydrazino alcohols 10 or the cis isomers 7 are formed predominantly. The stereoselectivities which range between ...