Oxidation of polyhydroxyalkyl-heterocycles by cerium (IV). A convenient route to pyrrole-2,5-dicarbaldehydes

DOI: 10.1016/S0040-4039(98)02083-8

Source and publish data:

Tetrahedron Letters p. 9271 - 9274 (1998)

Update date:2022-08-03

Topics: Yield Solvent Work-Up Reaction Conditions Convenient route Experimental Terms Polyhydroxyalkyl-heterocycles Cerium (IV)

Authors:

Moreno-Vargas, Antonio J.

Robina, Inmaculada

Fernandez-Bolanos, Jose G.

Fuentes, Jose

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Article abstract of DOI:10.1016/S0040-4039(98)02083-8

The synthesis of 3-ethoxycarbonyl-2,5-diformylpyrrole (2) from 3- ethoxycarbonyl-2-methyl-5-D-(arabino-tetritol-l-yl)pyrrole (1) by oxidation with ceric ammonium nitrate is described. When the reaction was applied to related furan derivatives, ethyl (5S,6R,7R)-2-acetyl-5,6,7,8- tetrabenzyloxyoct-2-enoate (8) was obtained as an E/Z mixture.

Full text of DOI:10.1016/S0040-4039(98)02083-8

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