Reaktionen von (−)-Ephedrin bzw.(+)-Norpseudoephedrin und Derivaten mit N, N-Dimethylacetamid-dimethylacetal und N, N,-Dimethylformamid-dimethylacetal

M Köhl, H Spreitzer, W Fleischhacker

Index: Koehl, M; Spreitzer, H.; Fleischhacker, W. Monatshefte fuer Chemie, 1992 , vol. 123, # 10 p. 911 - 918

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Abstract

Summary The reactivity of (−)-ephedrine (2) and (+)-norpseudoephedrine (3) towards the amidacetals 1 a/b has been studied. Both 2 and 3 were acetylated resp. formylated at first at the amino group. Nevertheless, derivatives of 2 and 3 possessing a trisubstituted amino group react with 1 a in a [3.3] sigmatopic rearrangement to ortho substituted dimethylcarbamoylmethyl derivatives. By subsequent reduction with ...

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