Abstract:Aldehyde 4 reacts in the presence of TMSOTf and an acid scavenger to provide the corresponding oxasilacycle 5 in very good yield and as a single diastereoisomer. The sense of 1,3-stereoinduction serves to introduce a 1,3-syn-diol relationship into the cyclic product. This is in accord with a previous study involving an analogous intramolecular allylation.Forming a tether between two reacting partners allows a subsequent reaction to proceed in an intramolecular fashion and benefit from the advantages associated… Show more
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