An Improved Procedure for Hydrosilation of α,β-Unsaturated Esters and an Extension to Conjugated Diene Esters

References

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• All the yields given are for isolated products and have not been optimized.
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• The starting esters were either obtained commercially or prepared from the corresponding aldehydes by wittig reaction using (carbethoxymethylene)phosphorane,5 with the exception of 3-carbethoxy-5,5-dimethyl-2(5H)-furanone which was prepared according to the reported procedure.6.
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• Isler , O. , Gutmann , H. , Montavon , M. , Riiegg , R. , Ryser , G. and Zeller , P. 1957 . Helv. Chim. Acta , 40 : 1242
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• The reaction was very slow at room temperature.
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• The diene esters used were prepared from the corresponding α,β-unsaturated aldehydes with (carbethoxymethylene)triphenylphosphorane or its methyl derivative using a reported procedure.5.
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• Each product listed in Entries 1–4 was obtained as a mixture of geometric isomers.
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