Synthetic methods and reactions. 112. Synthetic transformations with trichloromethylsilane/sodium iodide reagent
…, A Husain, BP Singh, AK Mehrotra
Index: Olah, George A.; Husain, Altaf; Singh, Brij P.; Mehrotra, Ashok K. Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3667 - 3672
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Citation Number: 108
Abstract
A new, convenient, and inexpensive alternative to the in situ equivalent of iodotrimethylsilane was developed. A mixture of trichloromethylsilane/sodium iodide in dry acetonitrile is found to be a more selective reagent than chlorotrimethylsilane/sodium iodide for the cleavage of ethers, esters, and lactones. Ethers are cleaved regioselectively by this reagent. Cleavage of esters and lactones also occurred more readily with the present ...
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