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- Title
Intramolecular Carbenoid Reactions of Pyrrole Derivatives. A Total Synthesis of (±)-Ipalbidine.
- Authors
Jefford, Charles W.; Kubota, Tadatoshi; Zaslona, Alexander
- Abstract
A new method for alkaloid synthesis is described. The rhodium(II)-acetate-catalyzed decomposition of 3-(4-acetoxyphenyl)-1-diazo-4-(pyrrol-1-yl)-2-butanone ( 5d) gave 6-(4-acetoxyphenyl)-5,6-dihydro-7(8 H)-indolizinone ( 6d) in 82% yield via an intramolecular carbenoid reaction. The latter compound was converted in four steps in 13% overall yield to (±)-ipalbidine ( 1b).
- Publication
Helvetica Chimica Acta, 1986, Vol 69, Issue 8, p2048
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19860690828