- Transition metals in organic synthesis, Part 98.1 Transition metal mediated total synthesis of the potent neuronal cell protecting alkaloid (±)-lavanduquinocin
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An efficient total synthesis of (±)-lavanduquinocin, a potent neuronal cell protecting alkaloid from Streptomyces viridochromogenes, is reported. Key-steps are an iron-mediated one-pot construction of the carbazole framework and a nickel-mediated coupling reaction. ARKAT-USA, Inc.
- Froehner, Wolfgang,Reddy, Kethiri R.,Knoelker, Hans-Joachim
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p. 330 - 342
(2013/09/24)
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- Transition metal complexes in organic synthesis, Part 42. First total synthesis of the potent neuronal cell protecting substance (±)- lavanduquinocin via iron- and nickel-mediated coupling reactions
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The first total synthesis of the potent neuronal cell protecting alkaloid (±)-lavanduquinocin is described by using an iron-mediated construction of the carbazole skeleton and a nickel-mediated alkylation as the key-steps.
- Knoelker, Hans-Joachim,Froehner, Wolfgang
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p. 2537 - 2540
(2007/10/03)
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- An efficient synthetic method for β-cyclolavandulal and its corresponding alcohol
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3,3-Dimethylcyclohexanone (5) was efficiently converted to methyl β-cyclolavandulate (6) in 74% yield in three steps, one of which included the preparation of β-methyl α,β-unsaturated esters by coupling lithium dimethylcuprate with enol phosphates of β-ox
- Oda, Mitsunori,Isobe, Atsushi,Hayashi, Masashi,Miyatake, Ryuta,Shimao, Ichiro,Kuroda, Shigeyasu
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p. 438 - 440
(2007/10/03)
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- Preparation of organic acids and/or esters
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Carboxylic acids and/or esters are prepared by converting the STR1 moiety in a 1-substituted 2,2-trihaloethanol, or derivative wherein X represents halogen and R is hydrogen or an acyl group to an organic acid and/or ester grouping of the formula STR2 wherein R' is hydrogen or alkyl of 1 to 6 carbon atoms, in the process which comprises reacting the 1-substituted 2,2,2-trihaloethanol or acylated derivative with molecular oxygen in the presence of a catalyst comprising a complex of a transition metal having an atomic number from 21-30, 39-48 or 57-80 and at least one molecule of a ligand containing trivalent nitrogen, phosphorus, arsenic or antimony. This reaction is carried out in a reaction medium comprising an alcohol or aqueous alcohol having 1 to 6 carbon atoms optionally containing an alkali metal, said alcoholic solvent also serving as a reactant source when carboxylic acid esters are formed.
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