101803-60-5Relevant articles and documents
Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers
Dachavaram, Soma Shekar,Penthala, Narsimha R.,Calahan, Julie L.,Munson, Eric J.,Crooks, Peter A.
, p. 6057 - 6062 (2018)
A mild, efficient and rapid protocol was developed for the deprotection of alcoholic TBDMS ethers using a recyclable, eco-friendly highly sulphated cellulose sulphate acid catalyst in methanol. This acid catalyst selectively cleaves alcoholic TBDMS ethers in bis-TBDMS ethers containing both alcoholic and phenolic TBDMS ether moieties.
Preparation of nano silica supported sodium hydrogen sulfate: As an efficient catalyst for the trimethyl, triethyl and t-butyldimethyl silylations of aliphatic and aromatic alcohols in solution and under solvent-free conditions
Abri, Abdolreza,Ranjdar, Somayeh
, p. 929 - 934 (2014/10/16)
Nano silica supported sodium hydrogen sulfate has been prepared by mixing NaHSO4 with activated Nano silicagel. We wish to report a new method for the synthesis of trimethyl (TMS), triethyl (TES) and t-butyldimethyl silyl (TBS) ethers from benzylic, allylic, propargylic alcohols, phenols, naphtholes and some of phenolic drugs in the solution and under solvent-free conditions.
Potassium tert-butoxide-catalyzed dehydrogenative Si-O coupling: Reactivity pattern and mechanism of an underappreciated alcohol protection
Weickgenannt, Andreas,Oestreich, Martin
experimental part, p. 406 - 410 (2010/06/17)
A remarkable fen-butoxide-catalyzed coupling of alcohols and silanes is reported. Dihydrogen and not hydrochloric acid (generated in the prevalent, related coupling of alcohols and chlorosilanes) is formed as the sole by-product. A comprehensive survey of common silanes provides a reliable tool for the predictability of their reactivity under defined reaction conditions. The debated mechanism of this transformation is investigated monitoring the stereochemical course at the silicon atom by means of a silicon-stereogenic silane. On this basis, a transition state for the enantiospecific Si-O coupling step is suggested rationalizing the observed frontside attack and thus retention at the silicon atom.