Activation of manganese metal by a catalytic amount of PbCl2 and Me3SiCl

Tetrahedron Letters

Volumn 37, Issue 39, 1996, Pages 7049-7052

  Takai, Kazuhiko ^a   Ueda, Takashi ^a   Hayashi, Takaki ^a   Moriwake, Toshio ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; MACROCYCLIC COMPOUND;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS; SPECTROPHOTOMETRY; TECHNIQUE;

EID: 0030599234     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01548-1     Document Type: Article

References (25)

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2. 1. Hiyama, T.; Sawahata, M.; Obayashi, M. Chem. Lett. 1983, 1237-1238; Nippon Kagaku Kaishi, 1984, 1022-1026.
3. 2 to the mixture improves markedly the results of allylation.
4. 3. Fürstner, A.; Shi, N. J. Am. Chem. Soc. 1996, 118, 2533-2534.
5. 4. For reactions with manganese(0) reagents, see: (a) Hiyama, T.; Obayashi, M.; Nakamura, A. Organometallics 1982, 1, 1249-1251.
6. (b) Kim, S.-H.; Hanson, M. V.; Rieke, R. D. Tetrahedron Lett. 1996, 37, 2197-2200.
7. 5. For organomanganese reagents derived from organolithium or -magnesium compounds and manganese(II) salts, see: Cahiez, G.; Alami, M. Tetrahedron Lett. 1990, 31, 7425-7428; Tetrahedron 1989, 45 , 4163-4176
8. 5. For organomanganese reagents derived from organolithium or -magnesium compounds and manganese(II) salts, see: Cahiez, G.; Alami, M. Tetrahedron Lett. 1990, 31, 7425-7428; Tetrahedron 1989, 45 , 4163-4176
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13. 8. For reviews of activated metals in organic synthesis, see: (a) Rieke, R. D. Top. Curr. Chem. 1975, 59, 1-31.
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16. (d) Fürstner, A. Active Metals: Preparation, Characterization, Application, VCH: Weinheim, 1996.
17. 9. For activation of zinc with a catalytic amount of copper, silver or mercury salts, see: (a) Erdik, E. Tetrahedron 1987, 43, 2203-2212.
18. (b) Zn-Cu couple: Shank, R. S.; Shechter, H. J. Org. Chem. 1959, 24, 1825-1826; LeGoff, E. J. Org. Chem. 1964, 29, 2048-2050.
19. (b) Zn-Cu couple: Shank, R. S.; Shechter, H. J. Org. Chem. 1959, 24, 1825-1826; LeGoff, E. J. Org. Chem. 1964, 29, 2048-2050.
20. (c) Zn-Ag couple: Clark, R. D.; Heathcock, C. H. J. Org. Chem, 1972, 38, 3658.
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22. 10. Rathke, M. W.; Weipert, P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 2, pp. 277-299.
23. 11. Maruoka, K.; Hashimoto, S.; Kitagawa, Y.; Yamamoto, H.; Nozaki, H J. Am. Chem. Soc. 1977, 99, 7705-7707.
24. 12. Manganese powder was purchased from two sources: Rare Metallic Co. (99% purity, -80 mesh) and Kojundo Chemical Laboratory Co. (99.9% purity, -50 mesh). The powder was used for reactions without any purification.
25. 13. Lead(II) chloride (99.99% purity) was purchased from Rare Metallic Co.