Sodium sulphide as a mild and selective desilylating reagent

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Abstract

diphenyl-t-butoxysilyl (i.e. DPTBOS) derivatives of alcohols are selectively cleaved by nonahydrated sodium sulphide in ethanol, the order of reactivity being: primarys̃econdary≫tertiary. The corresponding t-butyldimethylsilyl and diphenyl-t-butylsilyl derivatives remain unaffected in these conditions. © 1995.

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Schmittberger, T., & Uguen, D. (1995). Sodium sulphide as a mild and selective desilylating reagent. Tetrahedron Letters, 36(41), 7445–7448. https://doi.org/10.1016/0040-4039(95)01549-3

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