Collect. Czech. Chem. Commun. 2007, 72, 821-898

A Review on Recent Developments in Syntheses of the post-Secodine Indole Alkaloids. Part II: Modified Alkaloid Types

Josef Hájíčeka,b

a Synthesis Development Group II, Zentiva, a.s., U kabelovny 130, CZ-10237 Prague 10, Czech Republic
b Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 2030/8, CZ-12840 Prague 2, Czech Republic


The second part of the planned review on developments in the field of total and formal total synthesis of the post-secodine indole alkaloids concentrates on modified alkaloid types, i.e. those skeletons derived from primary types by formation of additional and/or rupture of existing bonds, while connectivities next to indol(e)ine moiety remain intact. It thus reviews the synthesis of alkaloids of quebrachamine/cleavamine type including VLB-bis-indoles, rhazinilam type, aspidofractinine/kopsane and kopsifoline type, as well as kopsijasminilam alkaloids, lapidilectine B and danuphylline. It covers the literature of from 1991-1992 up to approximately end 2006. A review with 174 references.

Keywords: Indole alkaloids; Post-secodine alkaloids; Natural products; Total synthesis; Asymmetric synthesis; Quebrachamine; Cleavamine; Bis-indole alkaloids; Vinblastine; Anhydrovinblastine; Vincristine; Rhazinilam; Aspidofractinine alkaloids; Kopsane alkaloids; Kopsifoline alkaloids; Kopsijasminilam alkaloids; Lapidilectine B; Danuphylline; Complex indole alkaloids; Indole alkaloid analogues.

References: 175 live references.