Ethers via reduction

Scheme 6.34 Formation of enol silyl ethers via reductive elimination of an a-oxygen leaving group from ketones.

Alkyl esters can be converted to monosUyl acetals, useful for the synthesis of different homoallylic alcohols or ethers, via reduction and trapping with A-(trimethylsilyl)imidazole (eq 12). Trapping of the reactive aluminum intermediate was less effective with TMS-OTf and ineffective with chlorosilanes. It was also proposed that monosilyl acetals can be a better alternative to the commonly used dialkyl acetals for the protection of carbonyl compounds. 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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