Metallated 2-alkenyl carbamates: Chiral homoenolate reagents for asymmetric synthesis

Pure and Applied Chemistry

Volumn 62, Issue 10, 1990, Pages 1999-2006

  Hoppe, Dieter ^a   Kramer, Thomas ^a   Schwark, Jan Robert ^a   Zschage, Oliver ^a  

^a UNIVERSITY OF KIEL   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000406944     PISSN: 00334545     EISSN: 13653075     Source Type: Journal    
DOI: 10.1351/pac199062101999     Document Type: Article

References (35)

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15. For the utilization of organo-lithium/sparteine complexes see: a) H. Nozaki, T. Aratani, T. Toraya and R. Noyori, Tetrahedron, 27, 905-913 (1971); b) L.M. Engelhardt, W.P. Leung, C.L. Raston, G. Salem, P. Twist and A.H. White, J. Chem. Soc., Dalton Trans., 9, 2403–2409 (1988).
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17. The absolute configuration of the allylstannanes was deduced from the application of the Brewster rule; cf: J.H. Brewster, Top. Stereochem., 2, 1–72 (1967).
18. Two subsequent anti-SE2‘ metal exchanges will furnish the same stereochemical result; cf: J.A. Marshall, B.S. Dehoff and S.L. Crooks, Tetrahedron Lett., 28, 527–530 (1987).
19. D. Hoppe and O. Zschage, Angew. Chem., 101, 67–68 (1989); Angew. Chem. Int. Ed. Engl, 28, 65–66
20. K.B. Sharpless, C.H. Behrens, T. Katsuki, A.W.M. Lee, V.S. Martin, M. Takatani, S.M. Viti, F.J. Walker and S.S. Woodard, PureAppl Chem., 55, 589–604 (1983).
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25. F. Rehders, unpublished results, University of Kiel, 1989.
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27. B. Jebens, Diploma Thesis, University of Kiel, 1989.
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31. S. Dreller, Dissertation, University of Kiel, 1990.
32. D. Hoppe, A. Carstens and T. Kramer, Angew. Chem., manuscript accepted.
33. D. Hoppe and C. Gonschorrek, Tetrahedron Lett., 28, 785-788 (1987).
34. M. Paetow, unpublished results, 1990.
35. For a more detailed review see: D. Hoppe, O. Zschage in: R.W. Hoffmann, K.-H. Dotz (Ed.) Organometallics in Organic Synthesis, 3 (OSM 4), in press, Vieweg Verlag, Braunschweig 1991.