The generation of carbonyl compounds from acetals and ketals by iodotrichlorosilane (ITCS)

Elmorsy, Saad S. ; Bhatt, M.V. ; Pelter, Andrew (1992) The generation of carbonyl compounds from acetals and ketals by iodotrichlorosilane (ITCS) Tetrahedron Letters, 33 (12). pp. 1657-1660. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)91700-3

Abstract

Cheap and readily available iodotrichlorosilane (SiCl4/ NaI) readily regenerates aldehydes and ketones from cyclic and acyclic acetals and ketals, in 20-60 min at ambient temperature. The reaction is highly chemoselective as phenolic ethers and esters are not cleaved. The pathway for the process is unlike any previously proposed.

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