Journal of heterocyclic chemistry

β??Carboline alkaloids 9 [1]. Total synthesis of the β??carboline alkaloids arenarine A and (±) arenarine B

F Bracher, A Puzik

Index: Bracher, Franz; Puzik, Andreas Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 2 p. 173 - 176

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Citation Number: 8

Abstract

Abstract The first total synthesis of the β-carboline alkaloids arenarine A (1) and arenarine B (2) is described. Methanolysis of the α-bromoketone 9 gives 1 in good yield. Alternatively 1 can be obtained from the diazoketone 11 with boron trifluoride/methanol in poor yield. Reduction of 1 with sodium borohydride gives racemic arenarine B (2). Regioselective homolytic methylation of norharmane (4) with tert-butyl hydroperoxide/ferrous sulfate gives ...

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