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4.4.28.1 Method 1: From Silyl Hydrides and Fischer Alkoxycarbene Complexes

DOI: 10.1055/sos-SD-004-00626

Aizpurua, J. M.; Palomo, C.Science of Synthesis, (20024597.

α-Silyl ethers are obtained by the uncatalyzed [2+1]-insertion reaction of triethylsilane or triphenylsilane to Fischer alkoxycarbene complexes 12 bearing either aromatic or vinylic substituents (Scheme 3).[‌12‌] The method is particularly convenient for the preparation of β,γ-unsaturated α-silyl ethers 13 (α-alkoxyallylsilanes). Yields are good when noncoordinating and nonpolar solvents such as hexane or toluene are used, but they fall rapidly (below ca. 10%) when tetrahydrofuran, 1,2-dichloroethane, or acetonitrile are used.

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