Helvetica Chimica Acta p. 2048 - 2061 (1986)
Update date:2022-07-29
Topics:
Jefford, Charles W.
Kubota, Tadatoshi
Zaslona, Alexander
A mew 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(8H)-indolizinone (6d) in 82percent yield via an intramolecular carbenoid reaction.The latter compound was converted in four steps in 13percent overall yield to (+/-)-ipalbidine (1b).
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Doi:10.1016/0022-328X(86)84016-5
(1986)Doi:10.1021/acs.joc.8b00655
(2018)Doi:10.1016/j.tet.2008.06.041
(2008)Doi:10.1002/hlca.19880710620
(1988)Doi:10.1007/BF00954243
()Doi:10.1002/chir.22217
(2013)
