In this organic transformation question, (https://imgur.com/a/nr0LHUm) I understand that the intermediate below gets formed, but why does it lead to the final product? enter image description here

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    $\begingroup$ Provide a better reference than a link to imgur; this link to an external reference may stop being functional at any time. Instead, add title and authors of a text book, or primary publication (in the later case, a link/doi is a useful addition). If this means to redraw some of the reaction sequence, but you don't have access to a sketcher like ChemDraw, there is a test page (with reduced functionality) to e.g. copy a screen photo. The drawing needn't be perfect, but share the relevant information in one spot here. $\endgroup$
    – Buttonwood
    Oct 6, 2023 at 12:39

1 Answer 1


It is well established 1 that trialkylsilyl groups can undergo alcoholysis i.e. swapping between alcohol groups both inter and intramolecularly and Me3Si-O is particularly labile because of its small steric bulk. Once this happens the cyanohydrin anion that is formed is very labile with respect to loss of cyanide to form the ketone.


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