Efficient preparation of cis vicinal tertiary diamines from 2-hydroxy ketones in two steps

…, J Gallucci, HS Rosenzweig

Index: Fraenkel, Gideon; Gallucci, Judith; Rosenzweig, Howard S. Journal of Organic Chemistry, 1989 , vol. 54, # 3 p. 677 - 681

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Citation Number: 13

Abstract

analogous reaction was attempted with 2-(1-piperidine)-cyclopentanone (2) and piperidine, only cis-and trans-2-(1-piperidino) cyclopentanol were obtained. It was then decided to prepare separately and purify cyclic amino enamines in the hope that such compounds would undergo catalytic hydrogenation from the unhindered side to render the desired cis- diamines. These transformations have now been accomplished and form the basis of an ...