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Rapid, One-Pot Synthesis of β-Siloxy-α-haloaldehydes

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NIAID Data Ecosystem2026-03-07 收录
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The Mukaiyama cross-aldol reaction of α-fluoro-, α-chloro-, and α-bromoacetaldehyde-derived (Z)-tris(trimethylsilyl)silyl enol ethers is described, furnishing anti-β-siloxy-α-haloaldehydes. A highly diastereoselective, one-pot, sequential double-aldol process is developed, affording novel β,δ-bissiloxy-α,γ-bishaloaldehydes. Reactions are catalyzed by C6F5CHTf2 and C6F5CTf2AlMe2 (0.5–1.5 mol %) and provide access to halogenated polyketide fragments.

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2011-09-14
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