90347-44-7Relevant academic research and scientific papers
An improved preparation and a new application of trichloromethylcarbinols from enolizable ketones
Li, Jing,Derstine, Brenden,Itoh, Takahiro,Balsells, Jaume
supporting information, p. 3151 - 3153 (2014/05/20)
We report an improved method for the preparation of trichloromethylcarbinols from enolizable ketones. Trichloromethylcarbinols were obtained in good to excellent yields by using of a combination of CHCl 3, n-BuLi, and chlorotitanium (IV) triiso
Trichloromethyltrimethylsilane, sodium formate, and dimethylformamide: A mild, efficient, and general method for the preparation of trimethylsilyl- protected 2,2,2-trichloromethylcarbinols from aldehydes and ketones
Kister, Jeremy,Mioskowski, Charles
, p. 3925 - 3928 (2008/02/02)
(Chemical Equation Presented) New conditions for the preparation of trimethylsilyl-protected 2,2,2-trichloromethylcarbinols 2 from aldehydes and ketones are reported. Compounds 2, which are important intermediates in organic synthesis, were obtained in excellent yields by use of a combination of trichloromethyltrimethylsilane (TMSCCI3), and a catalytic amount of sodium formate (HCOONa) in dimethylformamide (DMF). Substrates bearing highly sensitive protecting groups have been successfully subjected to our conditions. We also describe a one-pot procedure that gives direct access to 2,2,2-trichloromethylcarbinols 3. This methodology avoids the use of strong bases usually required for the synthesis of 3 (Wyvratt et al. J. Org. Chem. 1987, 52, 944; Aggarwal and Mereu, J. Org. Chem. 2000, 65, 7211).
