Aldol-type reaction of α-halo ketones with α-ketocarboxylates mediated by SmI2 or SmI3: Facile synthesis of α-hydroxy-γ-ketocarboxylates

Article abstract of DOI:10.1080/00397919408010255

The title reaction smoothly proceeds at room temperature to give α-hydroxy-γ-keto esters 3 in good yields, probably via a mechanism involving samarium enolates formed in situ from α-halo ketones.

Full text of DOI:10.1080/00397919408010255

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Synthetic Communications: An
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Aldol-Type Reaction of
α-Halo Ketones with α-
Ketocarboxylates Mediated
by SmI2 or SmI3: Facile
Synthesis of α-Hydroxy-γ-
ketocarboxylates
Tsutomu Arime a , Naoki Kato a , Fumio Komadate a ,
Hiroko Saegusa a & Nobuo Mori a
a Department of Chemistry , Science University of
Tokyo , Kagurazaka, Shinjuku-ku, Tokyo, 162
Published online: 23 Sep 2006.
To cite this article: Tsutomu Arime , Naoki Kato , Fumio Komadate , Hiroko Saegusa
& Nobuo Mori (1994) Aldol-Type Reaction of α-Halo Ketones with α-Ketocarboxylates
Mediated by SmI2 or SmI3: Facile Synthesis of α-Hydroxy-γ-ketocarboxylates,
Synthetic Communications: An International Journal for Rapid Communication of
Synthetic Organic Chemistry, 24:22, 3315-3319, DOI: 10.1080/00397919408010255
To link to this article: http://dx.doi.org/10.1080/00397919408010255
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