Unique reactivity of aminoketones in the trifluoromethylation with trialkyl(trifluoromethyl)silanes

Synlett

Volumn , Issue 5, 1997, Pages 587-588

  Hagiwara, Toshiki ^a   Mochizuki, Hiroaki ^a   Fuchikami, Takamasa ^a  

^a SAGAMI CHEMICAL RESEARCH CENTER   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001152780     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3234     Document Type: Article

References (16)

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2. Surya Prakash, G. K.; Krishnamurti, R. and Olah, G. A. J. Am. Chem. Soc. 1989, 111, 393.
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7. Hagiwara, T.; Kobayashi, T. and Fuchikami, T. Main Group Chem. in press.
8. An example of the promoter combined substrate is reported on the allylation of hydroxyketones with allylsilanes. Sato, K.; Kira, M. and Sakurai, H. J. Am. Chem. Soc. 1989, 111, 6429.
9. 3): δ= - 82.32 (s).
10. 4 and evaporated. 1-Dimethylamino-2-methyl-3-pentanone (8) was isolated by distillation of the crude product under reduced pressure in 57% yield (bp. 64 °C/15 mmHg). Blicke, F. F. Org. React. 1942, 1, 303.
11. Maxwell, C. E. Org. Synth. 1955 Col. Vol. III, 305.
12. Wilds, A. L.; Nowak, R. M. and McCaleb, K. E. Org. Synth. 1963 Col. Vol. IV, 281.
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14. 3-Ethyl-5-methyl-2-hexanone (12) was prepared by isobutylation of diethyl ethylmalonate followed by decarboxylation and methylation with methyl cadmium. Kletzke, P. G. J. Chem. Eng. Data 1973, 18, 1, 93. The preparation from ethyl ethylacetoacetate was failed. The isobutylation could proceed, but decarboxylation was unsuccessful.
15. 3 were prepared by Ruppert's method or Pawelke's method. Ruppert, I.; Schlich, K. and Volbach, W. Tetrahedron Lett. 1984, 25, 2195.
16. Pawelke, G. J. Fluorine Chem. 1989, 42, 429.