Journal of Organic Chemistry p. 2409 - 2417 (2018)
Update date:2022-07-30
Topics:
Pramanik, Suman
Rej, Supriya
Kando, Shun
Tsurugi, Hayato
Mashima, Kazushi
Salt-free stereoselective synthesis of silyl enol ethers was achieved by treating α-halo carbonyl compounds with 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine. In this reaction, easily removable trimethylsilyl halides and 2,3,5,6-tetramethylpyrazine were generated as the reaction byproducts. Due to the inertness of the reaction byproducts, we found a one-pot transformation of the in situ generated silyl enol ethers into various α-functionalized carbonyls by reaction with Togni-II reagent or aldehydes.
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