Tetrahedron letters

3-benzyloxy-1-isocyanopropenes. Synthesis and use as 3-hydroxypropanoyl anion equivalents

K Kobayashi, H Akamatsu, K Takada, O Morikawa…

文献索引：Kobayashi, Kazuhiro; Akamatsu, Hideki; Takada, Keiichiro; Morikawa, Osamu; Konishi, Hisatoshi Tetrahedron Letters, 1996 , vol. 37, # 14 p. 2437 - 2440

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被引用次数: 5

摘要

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 ...