Hypervalent Iodine Oxidation of Ethynylcarbinols : A Short and Efficient Conversion of Dihydroxyacetonyl Groups from Keto Groups

Yasuyuki KITA; Takayuki YAKURA; Hiroaki TERASHI; Jun-ichi HARUTA; Yasumitsu TAMURA

doi:10.1248/cpb.37.891

Yasuyuki KITA, Takayuki YAKURA, Hiroaki TERASHI, Jun-ichi HARUTA, Yasumitsu TAMURA

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Keywords: phenyliodosyl bis(trifluoroacetate), ethynylcarbinol, dihydroxyacetone, terminal alkyne, α-hydroxyketone

JOURNAL FREE ACCESS

1989 Volume 37 Issue 4 Pages 891-894

DOI https://doi.org/10.1248/cpb.37.891

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Abstract

Oxidation of ethynylcarbinols (4a-g), prepared easily from ketones, with a hypervalent iodine reagent, phenyliodosyl bis(trifluoroacetate) (PIFA), in chloroform-acetonitrile-water gave the dihydroxyacetonyl compounds (6a-g) in high yields.

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