104886-15-9Relevant academic research and scientific papers
Intramolecular Carbenoid Reactions of Pyrrole Derivatives. A Total Synthesis of (+/-)-Ipalbidine
Jefford, Charles W.,Kubota, Tadatoshi,Zaslona, Alexander
, p. 2048 - 2061 (1986)
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).
The synthesis of phenolic propane-1, 2- and 1,3-diols as intermediates in immobilised chelatants for the borate anion
Tyman, John H. P.,Payne
, p. 691 - 695 (2007/10/03)
The isomeric 3-(hydroxyphenyl)propane-1, 2-diols have been synthesised from allylic precursors by epoxidation and cleavage. Several different methods have been examined for obtaining 1-(methoxyphenyl)propane-1, 3-diols. 2-(methoxyphenyl)propane-1, 3-diols and certain hydroxy analogues have been obtained from benzaldoximes converted by oxidation to methoxy- and benzyloxynitromethylbenzenes followed by hydroxymethylation with formaldehyde and catalytic hydrogenation.
COMPETITIVE INTRAMOLECULAR CARBENOID REACTIONS OF PYRROLE DERIVATIVES
Jefford, Charles W.,Zaslona, Alexander
, p. 6035 - 6038 (2007/10/02)
Rhodium(II) acetate-catalyzed decomposition of 1-diazo-3-phenyl-4-(pyrrol-1-yl)-butan-2-one and its p-methoxy derivative resulted in their intramolecular cyclization to form the 6-phenyl-5,6-dihydroindolizin-7(8H)-ones and 1-(pyrrol-1-yl)methylindan-3-ones as major and minor products respectively in high yields (77-89percent).The p-nitrophenyldiazo compound cyclized exclusively to the 5,6-dihydroindolizin-7(8H)-one in 76percent yield.
