820961-79-3Relevant articles and documents
Conversion of tertiary alcohols to tert-alkyl azides by way of quinone-mediated oxidation-reduction condensation using alkyl diphenylphosphinites
Kuroda, Kiichi,Hayashi, Yujiro,Mukaiyama, Teruaki
, p. 6358 - 6364 (2007)
A novel method for the preparation of alkyl azides from alcohols by way of oxidation-reduction condensation is described. In this reaction, the sterically-hindered tert-alkyl phosphinites that are prepared from the corresponding alcohols are converted int
A convenient method for the synthesis of dialkyl ethers by alkylation of alcohols using phosphinimidates in the presence of a catalytic amount of trimethylsilyl triflate
Aoki, Hidenori,Mukaiyama, Teruaki
, p. 1255 - 1264 (2007/10/03)
An alkylation reaction of alcohols with alkyl N-(methylsulfonyl) diphenylphosphinimidates proceeded smoothly in the presence of a catalytic amount of trimethylsilyl triflate (Me3SiOTf) in DME at room temperature and the corresponding ethers were afforded in good to high yields. An alkyl N-(methylsulfonyl)diphenylphosphinimidate can be prepared easily from an alkyl diphenylphosphinite and methanesulfonyl azide, and is isolated without tedious operation. Moreover, it is easy to handle and can be stored for several months at room temperature because of its air- and moisture-resistant character. Also, one-pot tertiary alkylations of alcohols by using t-alkyl diphenylphosphinites and diphenoxyphosphoryl azide proceeded efficiently in the presence of a catalytic amount of Me3SiOTf in cyclohexane/CH 2Cl2 at 0°C or -10°C, and gave the corresponding tertiary alkyl ethers in good yields. By following these methods, various ethers having alkali-sensitive functional groups can be prepared easily.
Preparation of tert-Alkyl aryl sulfides from tert-alcohols via quinone-mediated oxidation-reduction condensation between tert-Alkyl diphenylphosphinites and 2-sulfanyl-1,3-benzothiazole
Ikegai, Kazuhiro,Pluempanupat, Wanchai,Mukaiyama, Teruaki
, p. 638 - 639 (2007/10/03)
A convenient two-step procedure for the construction of sulfur-containing quaternary centers from tert-alcohols involving chiral ones is established. tert-Alkyl diphenylphosphinites 1 were easily prepared in excellent yields from tert-alcohols and ClPPhs