Nelson, Jade D. published the artcilePhoto-induced ring expansion of 1-triisopropylsilyloxy-1-azidocyclohexane: preparation of ε-caprolactam, Recommanded Product: Triisopropylsilanol, the publication is Organic Syntheses (2003), 165-175, database is CAplus.
The synthesis of lactams has attracted considerable attention in recent years. Despite the wide range of methodologies that have been examined for the synthesis of lactams, the Beckmann and Schmidt rearrangements still remain by far the most convenient and general methods. The strongly acidic conditions required for the Schmidt rearrangement often lead to undesired byproducts. This is a major limitation particularly with acid-labile substrates. A convenient and environmentally benign Schmidt rearrangement is reported in which the azidohydrin is prepared using a recyclable acid catalyst and trimethylsilyl azide. Photolysis of the azidocyclohexane results in the ring expansion, probably through the formation of a reactive nitrene. The byproducts from this reaction are gases or innocuous silanes. The main limitation with the method is that at present the ring expansion is not regioselective.
Organic Syntheses published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Recommanded Product: Triisopropylsilanol.
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