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Platinum catalysed hydrosilylation of propargylic alcohols

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<mark>Journal publication date</mark>21/07/2013
<mark>Journal</mark>Organic and Biomolecular Chemistry
Issue number27
Number of pages15
Pages (from-to)4488-4502
Publication StatusPublished
Early online date10/05/13
<mark>Original language</mark>English


A facile and user-friendly protocol has been developed for the selective synthesis of E-vinyl silanes derived from propargylic alcohols using a PtCl2/XPhos catalyst system. The reaction is generally high yielding and provides a single regioisomer at the β-position with E-alkene geometry. The reaction is extremely tolerant of functionality and has a wide scope of reactivity both in terms of alkynes and silanes used. The catalyst loading has been investigated and it is found that good reactivity is observed at extremely low catalyst loadings. This methodology has also been extended to a one-pot hydrosilylation Denmark–Hiyama coupling.