Tetrahedron: Asymmetry

Enantiospecific synthesis of 4-(4′-methoxyphenyl)-hexan-3-one as precursor for optically active (pS) or (pR) isomer of (Z) or (E)-3-(2′-((N, N-dimethylamino) …

B Malézieux, M Gruselle, L Troitskaya…

Index: Malezieux, Bernard; Gruselle, Michel; Troitskaya, Ludmila; Sokolov, Viatcheslav Tetrahedron Asymmetry, 1998 , vol. 9, # 2 p. 259 - 269

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Citation Number: 7

Abstract

We describe herein an original method for the preparation of enantiomerically pure (Z)-or (E)- 3-(2′-((N, N-dimethylamino) methylferrocenyl)-4-(4 ″-methoxyphenyl)-hex-3-ene possessing ap (S) or p (R) plane of chirality. The key step of the synthesis lies in obtaining enantiomerically pure (R) or (S) 4-(4′-methoxyphenyl)-hexan-3-one whose reaction with the lithiated N, N-dimethylaminomethylferrocene leads to two enantiomerically pure amino ...