1241906-04-6Relevant articles and documents
Facile conversion of CF3-containing propargylic alcohol derivatives via the corresponding allenes
Yamazaki, Takashi,Watanabe, Yohsuke,Yoshida, Nao,Kawasaki-Takasuka, Tomoko
, p. 6665 - 6673 (2012/08/28)
Empirical information on the acidity of the propargylic proton from our previous work allowed us to develop novel synthetic transformations of readily available terminally trifluoromethylated propargylic alcohols 1 into the corresponding allenyl tosylates 3a, 1-tosyloxy- or 1-acyloxy-4,4,4- trifluorobutan-2-ones 4, and 2-(2,2,2-trifluoroethyl)prop-2-en-1-ones 5, which was enabled by such common bases as NaOH and tertiary amines for affecting ready abstraction of this proton.
Divergent preparation of allenyl tosylates and α-tosyloxy ketones by facile and efficient isomerization of CF3-containing propargylic tosylates
Watanabe, Yohsuke,Yamazaki, Takashi
experimental part, p. 646 - 651 (2010/06/11)
Treatment of trifluoromethylated propargylic tosylates with hydroxides in a water-organic biphasic solvent system efficiently led to isomerization to allenyl tosylates or hydration to α-tosyloxy ketones at room temperature, just by selection of appropriat