Improved Preparation of N-Trimethylsilylpyridinium Triflate, N-Triphenylsilylpyridinium Triflate, N-Triisopropylsilylpyridinium Triflate and Their Use in Silylating Alcohols to Silyl Ethers
Aluminium trichloride catalyses the expeditious direct conversion of tetrahydropyranylethers to silyl ethers. This one-step transformation is chemoselective versus deprotection of the acetal and hydrosilylation of unsaturated carbon–carbon bonds, and can also be applied to linear acetals. A possible mechanism is tentatively proposed.
Triisopropylsilanol: A new type of phase transfer catalyst for dehydrohalogenation
作者:John A. Soderquist、Jaime Vaquer、Michael J. Diaz、Anil M. Rane、Frederick G. Bordwell、Shizhong Zhang
DOI:10.1016/0040-4039(96)00330-9
日期:1996.4
A new solid-liquid phasetransfercatalyst, trisopropylsilanol (TIPSOH), has been developed which, through the silanol/silanoate system, allows KOH to quantitatively convert even primary alkyl halides to alkenes avoiding both ether and alcohol by-products. Its potential application in the detoxification of mustard gas analogues and environmental pollutants has been demonstrated.