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Pure Appl. Chem., 1997, Vol. 69, No. 3, pp. 583-588

http://dx.doi.org/10.1351/pac199769030583

Enaminones as intermediates in the synthesis of indolizidine alkaloids

J. P. Michael and D. Gravestock

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  • Nikolova Stoyanka, Kochovska Ekaterina, Ivanov Iliyan: Selective Reduction of ortho-Acylated β-Enaminones of Homoveratryamine and Their Cyclization to 1,2,3,4-Tetrahydroisoquinolines with β-Enaminone Moiety. Synthetic Communications 2013, 43, 326. <http://dx.doi.org/10.1080/00397911.2011.589020>
  • Joshi Megha, Patel Monika, Tiwari Rakesh, Verma Akhilesh K.: Base-Mediated Selective Synthesis of Diversely Substituted N-Heterocyclic Enamines and Enaminones by the Hydroamination of Alkynes. J. Org. Chem. 2012, 77, 5633. <http://dx.doi.org/10.1021/jo300782n>
  • Gracia Stéphanie, Jerpan Rudolf, Pellet-Rostaing Stéphane, Popowycz Florence, Lemaire Marc: Straightforward synthesis of indolizidine alkaloid 167B. Tetrahetron Lett 2010, 51, 6290. <http://dx.doi.org/10.1016/j.tetlet.2010.09.105>
  • Pohmakotr Manat, Prateeptongkum Saisuree, Chooprayoon Soontorn, Tuchinda Patoomratana, Reutrakul Vichai: Concise syntheses of substituted indolizidine alkaloids via cyclization based on α-sulfinyl carbanions: preparation of (±)-indolizidines 167B and 209D, their epimers, and (±)-tashiromine. Tetrahedron 2008, 64, 2339. <http://dx.doi.org/10.1016/j.tet.2008.01.008>
  • Kamimura Akio, Nagata Yoshiaki, Kadowaki Ayako, Uchida Kosuke, Uno Hidemitsu: Stereoselective conjugate addition of lactams to nitroalkenes and formal total synthesis of indolizidine 167B. Tetrahedron 2007, 63, 11856. <http://dx.doi.org/10.1016/j.tet.2007.09.023>
  • Zhao Yuanhong, Zhao Jingfeng, Zhou Yongyun, Lei Ze, Li Liang, Zhang Hongbin: Efficient synthesis of β-amino-α,β-unsaturated carbonyl compounds. New J Chem 2005, 29, 769. <http://dx.doi.org/10.1039/b419254k>
  • Peroche Sandrine, Remuson Roland, Gelas-Mialhe Yvonne, Gramain Jean-Claude: A convenient allylsilane-N-acyliminium route toward 5-alkylindolizidines. Diastereoselective synthesis of (±)-indolizidine 167B. Tetrahetron Lett 2001, 42, 4617. <http://dx.doi.org/10.1016/S0040-4039(01)00822-X>
  • Remuson Roland, Chalard Pierre, Gelas-Mialhe Yvonne, Gramain Jean-Claude, Canet Isabelle: Enantioselective synthesis of (−)-indolizidine 167B. Tetrahetron Lett 1999, 40, 1661. <http://dx.doi.org/10.1016/S0040-4039(99)00059-3>
  • Michael Joseph P., Gravestock David: An Expeditious Synthesis of the Dendrobatid Indolizidine Alkaloid 167B. Eur J Org Chem 1998, 1998, 865. <http://dx.doi.org/10.1002/(SICI)1099-0690(199805)1998:5<865::AID-EJOC865>3.0.CO;2-3>
  • Bardou Anita, Célérier Jean-Pierre, Lhommet Gérard: A new diastereoselective route to 5-substituted-8-methylindolizidines. Synthesis of indolizidine (−) 209B. Tetrahetron Lett 1998, 39, 5189. <http://dx.doi.org/10.1016/S0040-4039(98)01040-5>
  • P. Michael Joseph: Indolizidine and quinolizidine alkaloids. Nat Prod Rep 1998, 15, 571. <http://dx.doi.org/10.1039/a815571y>