200629-01-2Relevant academic research and scientific papers
Stereoselective synthesis of trifluoromethylated compounds via Johnson-Claisen and Eshenmoser-Claisen rearrangements
Konno, Tsutomu,Nakano, Hirofumi,Kitazume, Tomoya
, p. 81 - 87 (2007/10/03)
Johnson-Claisen and Eshenmoser-Claisen rearrangements of chiral γ-trifluoromethylated allylic alcohols, which were prepared via effective enzymatic resolution of the corresponding propargylic alcohols, are demonstrated. As a result, it is shown that both
Synthesis and application of α-trifluoromethylated aldehydes
Konno,Yamazaki,Kitazume
, p. 199 - 208 (2007/10/02)
Two methods for the synthesis of α-trifluoromethylated aldehydes are described. One is a synthetic method via Pummerer rearrangement followed by the hydrolysis under the weakly basic condition, giving the racemic aldehyde. The other is via the oxidative cleavage of the corresponding diol under the acidic condition, affording the optically active compound for the first time. Furthermore, both aldehydes underwent the reaction with some nucleophiles in good yields.
