57044-58-3Relevant articles and documents
Highly efficient and chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable electron-deficient [TiIV(salophen)(OTf)2]
Yadegari, Maryam,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj
experimental part, p. 332 - 338 (2012/03/12)
In the present work, highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were silylated in short reaction times and high yields. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity.
Rapid and efficient trimethylsilyl protection of hydroxyl groups catalyzed by niobium(V) chloride
Hou, Jun-Tao,Chen, Hong-Li,Zhang, Zhan-Hui
experimental part, p. 88 - 93 (2011/04/22)
An efficient and convenient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, and phenols with hexamethyldisilazane, has been developed. The reactions were carried out at room temperature in the presence of a catalytic amount of niobium(V) chloride and afforded the corresponding trimethylsilyl ethers in high to excellent yields in short time. Copyright Taylor & Francis Group, LLC.
Synthesis of Trimethylsilyloxy and Hydroxy Compounds from Carbanions and Bis(trimethylsilyl)peroxide.
Camici, Lucia,Dembech, Pasquale,Ricci, Alfredo,Seconi, Giancarlo,Taddei, Maurizio
, p. 4197 - 4206 (2007/10/02)
The reactions of bis(trimethylsilyl)peroxide with alkyl, vinyl, alkynyl, aromatic and heteroaromatic anions are described.Depending on the reaction conditions, the trimethylsilyloxy derivatives can be obtained alone or together with the corresponding trimethylsilyl derivatives, which is sometimes the major product.Enolates, generated using magnesium diisopropylamide give the corresponding hydroxycarbonyl compounds in good yields.An attempt to rationalise the above results is given, emphasising the wide use of bis(trimethylsilyl)peroxide in organic synthesis as an electrophilic hydroxylation reagent.