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Pure Appl. Chem., 1996, Vol. 68, No. 3, pp. 539-542

http://dx.doi.org/10.1351/pac199668030539

Cyclopropyl compounds as chemical building blocks: Total syntheses of the alkaloids (-)-colchicine, imerubrine and grandirubrine

M. G. Banwell

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  • Panda Siva S., Jain Subhash C.: “On water” synthesis of spiro-indoles via Schiff bases. Monatsh Chem 2012, 143, 1187. <http://dx.doi.org/10.1007/s00706-011-0697-x>
  • Silveira Claudio C., Larghi Enrique L., Mendes Samuel R., Bracca Andrea B. J., Rinaldi Francieli, Kaufman Teodoro S.: Electrocyclization-Mediated Approach to 2-Methyltriclisine, an Unnatural Analog of the Azafluoranthene Alkaloid Triclisine. Eur J Org Chem 2009, 2009, 4637. <http://dx.doi.org/10.1002/ejoc.200900673>
  • Besong Gilbert, Billen Denis, Dager Indu, Kocienski Philip, Sliwinski Eric, Tai Lik Ren, Boyle F. Thomas: A synthesis of (aR,7S)-(−)-N-acetylcolchinol and its conjugate with a cyclic RGD peptide. Tetrahedron 2008, 64, 4700. <http://dx.doi.org/10.1016/j.tet.2008.01.130>
  • Bellina Fabio, Rossi Renzo: Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions. Tetrahedron 2006, 62, 7213. <http://dx.doi.org/10.1016/j.tet.2006.05.024>
  • Handy Christopher J., Manoso Amy S., McElroy William T., Seganish W. Michael, DeShong Philip: Recent advances in siloxane-based aryl–aryl coupling reactions: focus on heteroaromatic systems. Tetrahedron 2005, 61, 12201. <http://dx.doi.org/10.1016/j.tet.2005.08.057>
  • Graening Timm, Bette Virginie, Neudörfl Jörg, Lex Johann, Schmalz Hans-Günther: Total Synthesis of (−)-Colchicine via a Rh-Triggered Cycloaddition Cascade. Org Lett 2005, 7, 4317. <http://dx.doi.org/10.1021/ol051316k>
  • Bergemann Silke, Brecht René, Büttner Frank, Guénard Daniel, Gust Ronald, Seitz Gunther, Stubbs Milton T., Thoret Sylviane: Novel B-ring modified allocolchicinoids of the NCME series: design, synthesis, antimicrotubule activity and cytotoxicity. biorg med chem 2003, 11, 1269. <http://dx.doi.org/10.1016/S0968-0896(02)00639-9>
  • Graening Timm, Friedrichsen Willy, Lex Johann, Schmalz Hans-Günther: Ein einfacher Aufbau des Colchicingerüstes durch eine rhodiumkatalysierte Cyclisierungs/Cycloadditionskaskade. Angew. Chem. 2002, 114, 1594. <http://dx.doi.org/10.1002/1521-3757(20020503)114:9<1594::AID-ANGE1594>3.0.CO;2-G>
  • Graening Timm, Friedrichsen Willy, Lex Johann, Schmalz Hans-Günther: Facile Construction of the Colchicine Skeleton By a Rhodium-Catalyzed Cyclization/Cycloaddition Cascade. Angew. Chem. Int. Ed. 2002, 41, 1524. <http://dx.doi.org/10.1002/1521-3773(20020503)41:9<1524::AID-ANIE1524>3.0.CO;2-9>
  • Graening Timm, Friedrichsen Willy, Lex Johann, Schmalz Hans-Günther: Facile Construction of the Colchicine Skeleton By a Rhodium-Catalyzed Cyclization/Cycloaddition Cascade. Angew Chem Int Ed 2002, 41, 1524. <http://dx.doi.org/10.1002/1521-3773(20020503)41:9<1524::AID-ANIE1524>3.0.CO;2-9>
  • Brecht René, Seitz Gunther, Guénard Daniel, Thoret Sylviane: Novel allocolchicinoids with an eight membered B-ring. biorg med chem 2000, 8, 557. <http://dx.doi.org/10.1016/S0968-0896(99)00318-1>
  • Simon Csaba, Hosztafi Sándor, Makleit Sandor: Application of the mitsunobu reaction in the field of alkaloids. J Heterocyclic Chem 1997, 34, 349. <http://dx.doi.org/10.1002/jhet.5570340201>
  • Brecht René, Haenel Frank, Seitz Gunther: Dihydrocolchicine 8,12-Endoperoxide: A Novel Starting Material for Convenient Syntheses of the AllocolchicinoidsN-AcetylcolchinolO-Methyl Ether and Androbiphenyline. Liebigs Ann /Recueil 1997, 1997, 2275. <http://dx.doi.org/10.1002/jlac.199719971115>