Switching regiocontrol in 1-aryl-substituted cyclohexadienyliron complexes in a formal total synthesis of lycoramine

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6283-6286

  Sandoe, Elizabeth J ^a   Stephenson, G Richard ^a   Swanson, Stephen ^b  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; LYCORAMINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; COMPLEX FORMATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030603036     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01377-9     Document Type: Article

References (14)

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3. b) Martin, S.F.; Garrison, P.J. J. Org. Chem., 1982, 47, 1513-1518.
4. c) Ackland D.J.; Pinhey, J.T. J. Chem. Soc., Perkin Trans. 1, 1987, 2696-2700.
5. d) K.A. Parker, K.A.; Kim, H-J. J. Org. Chem., 1992, 57, 752-755.
6. e) Ishizaki, M.; Ozaki, K.; Kanematsu, A.; Isoda, T.; Hoshino, O. J. Org. Chem., 1993, 58, 3877-3885.
7. 3. Malkov A.V.; Stephenson, G.R. J. Organometal. Chem., 1995, 489, C44-C47.
8. 4. Stephenson, G.R.; Finch, H.; Owen, D.A.; Swanson, S. Tetrahedron, 1993, 49, 5649-5662.
9. 5. Malkov, A.V.; Stephenson, G.R. J. Organometal. Chem., 1995, 489, C74-C77.
10. 6. All new compounds were fully characterised by NMR, IR, MS, and microanalysis or high resolution mass spectrometry.
11. 7. For a recent discussion of the Pictet-Spengler reaction, see: Cox, E.D.; Cook, J.M. Chem. Rev., 1995, 95, 1797-1842.
12. 8. Bandara, B.M.R.; Birch, A.J.; Khor, T-C. Tetrahedron Lett., 1980, 37, 3625.
13. 9. Attempted removal of the MOM protecting group before decomplexation caused decomposition.
14. 10. Stephenson, G.R.; Finch, H.; Owen, D.A.; Swanson, S. Tetrahedron Lett., 1990, 31, 3401-3404.