Tetrahedron

Acid-catalysed epimerization of 1-substituted indolo [2, 3-a] quinolizidines: Stereoselective routes to cis-and trans-deethyleburnamonine starting from the same ester …

M Lounasmaa, L Miikki, A Tolvanen

Index: Lounasmaa, Mauri; Miikki, Lars; Tolvanen, Arto Tetrahedron, 1996 , vol. 52, # 29 p. 9925 - 9930

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Citation Number: 15

Abstract

Efficient syntheses of the pharmacologically interesting deethyleburnamonines 2 and 3 are described. Independent routes to 2 and 3 start from the same, easily accessible ester 5. The choice between the routes requires an acid-catalysed epimerization of 5. Conformations of some intermediate indolo [2, 3-a] quinolizidines are discussed.

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