Conjugate addition of mixed diorganozinc compounds and functionalized organozinc cuprates to nitroolefins

Organic Letters

Volumn 4, Issue 19, 2002, Pages 3289-3291

  Rimkus, Audrius ^a   Sewald, Norbert ^a  

^a BIELEFELD UNIVERSITY   (Germany)

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ARTICLE;

EID: 0041807739     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026557w     Document Type: Article

References (22)

1. For a review, see: Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon Press: Oxford, UK, 1992.
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4. (c) Berner, O. M.; Tedeschi, L.; Enders, D. Eur. J. Org. Chem. 2002, 1877-1894.
5. Rosini, G.; Ballini, R. Synthesis 1988, 833-847.
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10. Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117-2188 and references therein.
11. For synthesis of TMSMZnR, see: Berger, S.; Langer, F.; Lutz, C.; Knochel, P.; Mobley, T. A.; Reddy, C. K. Angew. Chem., Int. Ed. 1997, 36, 1496-1498.
12. TMSM group as a nontransferrable ligand: Bertz, S. H.; Eriksson, S. H.; Miao, G.; Snyder, J. P. J. Am. Chem. Soc. 1996, 118, 10906-10907.
13. (a) Reddy, C. K.; Davasagayaraj, A.; Knochel, P. Tetrahedron Lett. 1996, 37, 4495-4498.
14. (b) Jones, P.; Knochel, P. J. Chem. Soc., Perkin. Trans. 1 1997, 3117-3118.
15. (c) Jones, P.; Reddy, C. K.; Knochel, P. Tetrahedron 1998, 54, 1471-1490.
16. (a) Rappoport, Z.; Gazit, A. J. Org. Chem. 1985, 50, 3184-3194.
17. (b) Jubert, C.; Knochel, P. J. Org. Chem. 1994, 59, 1053-1057 and literature cited therein.
18. Synthesized from trimethylsilylmethyllithium (TMSMLi) and the corresponding iodide. See also footnote 4.
19. Rozema, M. J.; Sidduri, A.; Knöchel, P. J. Org. Chem. 1992, 57, 1956-1958.
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21. Langer, F.; Schwink, L.; Devasagayaraj, A.; Chavant, P.-Y.; Knochel, P. J. Org. Chem. 1996, 61, 8229-8243.
22. For synthesis of 1-trimethylsilyloxy-1-ethoxycyclopropane, see: Rühlmann, K. Synthesis 1971, 5, 236-253.