Studies Directed Towards Total Syntheses of the Tropoloisoquinoline Alkaloids Grandirubrine and Imerubrine. I. Preparation of Two 4, 5, 6-Trimethoxycyclopent [ij] …

MG Banwell, A Bonadio, KA Turner, NK Ireland…

Index: Banwell, Martin G.; Bonadio, Anna; Turner, Kathleen A.; Ireland, Neil K.; Mackay, Maureen F. Australian Journal of Chemistry, 1993 , vol. 46, # 3 p. 325 - 351

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Abstract

Abstract In connection with efforts to develop total syntheses of the tropoloisoquinoline alkaloids grandirubrine (1) and imerubrine (2), preparations of tricyclic ketone (8) and the related ethoxycarbonyl system (47) are described. Of the various approaches to (8) which were investigated, that proceeding from the known 8-bromo-5, 6, 7-trimethoxyisoquinoline (27) proved most efficient. Thus, conversion of (27), over three steps, into the Reissert ...