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Tandem acylation — cycloalkylation with cyclohexene l-acetic acid: A new entry to aporphine alkaloids

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
37
Issue
10
Identifiers
DOI: 10.1016/0040-4039(96)00104-9

Abstract

Abstract Tandem Acylation-Cycloalkylation of 3,4-dimethoxy phenylethylamine (1) with cyclohexene-1-acetic acid (2) in polyphosphoric acid (PPA) afforded 8-(2-aminoethyl)-1,2,3,4,4a,10a-hexahydro-9-oxo-phenanthrene (3) which on cyclisation followed by dehydrogenation with PdC afforded dehydronornuciferine (5). Hydrogenation of 5 yielded (±) N-nornuciferine (6).

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