Summary
A five-step synthesis of both enantiomers of the marine alkaloid niphatesine D (3), starting from the readily available enantiomeric hydroxyalkylthiophenes5 andent-5, is described.
Zusammenfassung
Beide Enantiomere des marinen Pyridinalkaloids Niphatesin D (3) wurden, ausgehend von den gut zugänglichen Hydroxyalkylthiophenen5 undent-5, in jeweils fünf Schritten synthesisiert.
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References
Part 2: Bracher F, Papke T (1995) J Chem Soc Perkin Trans 1: 2323
Bracher F, Papke T (1994) Nat Prod Lett4: 223
Kobayashi J, Murayama T, Kosuge S, Kanda F, Ishibashi M, Kobayashi H, Ohizumi Y, Ohta T, Nozoe S, Sasaki T (1990) J Chem Soc Perkin Trans 1: 3301
Rama Rao AV, Ravindra Reddy G (1993) Tetrahedron Lett34: 8329
Bracher F, Papke T (1994) Tetrahedron: Asymmetry5: 1653;
Nordin O, Hedenström E, Högberg H-E (1994) Tetrahedron: Asymmetry5: 785
Högberg H-E, Hedenström E, Fägerhag J, Servi S (1992) J Org Chem57: 2052
Carlson LA, Hedbom C, Misiorny A, Sjoberg B, Stjernstrom NE, Westin G (1972) Acta Pharm Suez9: 405
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Dedicated to Prof. Dr.E. Reimann on the occasion of his 60th birthday
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Bracher, F., Papke, T. 3-Alkylpyridines III. Total synthesis of both enantiomers of the antineoplastic marine alkaloid niphatesine D. Monatsh Chem 127, 91–95 (1996). https://doi.org/10.1007/BF00807413
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DOI: https://doi.org/10.1007/BF00807413