Tetrahedron Letters p. 2437 - 2440 (1996)
Update date:2022-08-02
Topics:
Kobayashi, Kazuhiro
Akamatsu, Hideki
Takada, Keiichiro
Morikawa, Osamu
Konishi, Hisatoshi
New acyl anion equivalents bearing a hydroxyl group at the β-position have been developed. Treatment of 3-benzyloxy-1-isocyanopropenes with lithium diisopropylamide (LDA) in THF at -78°C generated the 1-lithio compounds, which reacted with alkyl halides to afford the corresponding 1-alkylated products in good yields. Acid hydrolysis of these alkylated products followed by hydrogenolysis of the resulting β-benzyloxyethyl ketones led to β-hydroxyethyl ketones.
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Doi:10.1039/b208115f
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(2011)Doi:10.1021/acs.orglett.9b03054
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(2002)Doi:10.1021/ja9527028
(1996)