95413-30-2Relevant articles and documents
Practical and Safe Sulfonylation of 2-Alkynyl and 2-Alkenyl Alcohols Using the Combined Bases of a Catalytic Amount of Tertiary Amine and Potassium Carbonate
Tanabe, Yoo,Yamamoto, Hitomi,Yoshida, Yoshihiro,Miyawaki, Takashi,Utsumi, Naoka
, p. 297 - 300 (2007/10/02)
Several 2-alkynyl and 2-alkenyl alcohols were effectively sulfonylated with methanesulfonyl chloride or p-toluenesulfonyl chloride using the combined bases of a catalytic amount of tertiary amine and potassium carbonate.The reaction was conducted with reliable safety and while avoiding the disposal of wasted amines.The mesylation of 2-propyn-1-ol proceeded on a large scale (more than 20 kg) without a substantial production of explosive 3-chloro-1-propyne.The choice of the catalysts was important, and sterically unhindered tertiary amines, such as trimethylamine, N,N-d imethylbenzylamine, and triethylamine, were effective.Without these catalysts the reactions were significantly retarded.The reaction was so mild that it could be applied to complex and optically active 4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one, which is an important alcohol moiety of synthetic pyrethroids.
PREPARATION OF OPTICALLY ACTIVE SECONDARY ALCOHOLS BY COMBINATION OF ENZYMATIC HYDROLYSIS AND CHEMICAL TRANSFORMATION
Danda, Hidenori,Nagatomi, Toshio,Maehara, Akira,Umemura, Takeaki
, p. 8701 - 8716 (2007/10/02)
Several kinds of optically active secondary alcohols (S)-2, which are important intermediates of bioactive compounds, were prepared from the corresponding racemic acetate (+/-)-1 in high chemical and optical yields by combination of enzymatic hydrolysis and chemical transformation.