α??Amino ketones derived from L??proline, as precursors for isomitosanes and mitosenes

…, BHM Lammerink, DN Reinhoudt

Index: Orlemans, E. O. M.; Verboom, W.; Lammerink, B. H. M.; Reinhoudt, D. N. Recueil des Travaux Chimiques des Pays-Bas, 1989 , vol. 108, # 2 p. 64 - 72

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Citation Number: 2

Abstract

Abstract 2-Benzoyl-and 2-(2-naphthoyl) pyrrolidines which can be viewed as aryl α-amino ketones, have been prepared from L-proline via Grignard reactions, bromo-to-lithium exchange, or by Friedel-Crafts acylations. It was impossible to convert the ketone function of these aryl α-amino ketones into a tert-alcohol group. The BOC-protected (S)-2-acetyl-l- pyrrolidine (15), obtained by reaction of BOC-proline 2-pyridinethiol ester (2) with LiMe 2 ...