Direct and selective syntheses of α,α-dichloroethyl ketones or their ethyl trimethylsilyl mixed acetals by the reactions of methoxymethyl or ethyl carboxylates with 1,1-dichloroethyllithium in the presence of chlorotrimethylsilane

Chemistry Letters

Volumn , Issue 9, 2000, Pages 1062-1063

  Shiina, Isamu ^a   Imai, Yumiko ^a   Suzuki, Masahiko ^a   Yanagisawa, Manabu ^a   Mukaiyama, Teruaki ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0034339984     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2000.1062     Document Type: Article

References (6)

1. T. Mukaiyama, I. Shiina, H. Iwadare, M. Saitoh, T. Nishimura, N. Ohkawa, H. Sakoh, K. Nishimura, Y. Tani, M. Hasegawa, K. Yamada, and K. Saitoh, Chem. Eur. J., 5, 121 (1999).
2. I. Shiina, J. Shibata, Y. Imai, R. Ibuka, H. Fujisawa, I. Hachiya, and T. Mukaiyama, Chem. Lett., 1999, 1145.
3. I. Shiina, Y. Imai, A. Kagayama, and T. Mukaiyama, Chem. Lett., 2000, 190. See also, preparation and utilization of 1,1-dichloroethyllithium: J. Villiéras and M. Rambaud, C. R. Acad. Sci., Ser. C, 291, 105 (1980), and references cited therein.
4. I. Shiina, Y. Imai, A. Kagayama, and T. Mukaiyama, Chem. Lett., 2000, 190. See also, preparation and utilization of 1,1-dichloroethyllithium: J. Villiéras and M. Rambaud, C. R. Acad. Sci., Ser. C, 291, 105 (1980), and references cited therein.
5. J. Barluenga, B. Pedregal, and J. M. Concellón, Tetrahedron Lett., 34, 4563 (1993), and references cited therein.
6. Structures of lithium salts of hemiacetals were suggested by DFT calculation. Details of the structures will be discussed in full paper.