TRIFLUOROMETHYL GROUP INDUCED HIGHLY STEREOSELECTIVE SYNTHESIS OF α-HYDROXY CARBONYL COMPOUNDS

DOI: 10.1016/S0040-4039(00)84388-9

Source and publish data:

Tetrahedron Letters p. 1833 - 1836 (1986)

Update date:2022-08-04

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Authors:

Morizawa, Yoshitomi

Yasuda, Arata

Uchida, Keiichi

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Article abstract of DOI:10.1016/S0040-4039(00)84388-9

The reaction of enolate prepared from ethyl 3-methyl-4,4,4-trifluorobutyrate with MoO5-Py-HMPA complex provides ethyl (2S^*,3S^*)-2-hydroxy-3-methyl-4,4,4-trifluorobutyrate predominantly.In contrast, NaBH4 reduction of the corresponding 2-oxobutyrate affords (2R^*,3S^*)-hydroxyester preferentially.

Full text of DOI:10.1016/S0040-4039(00)84388-9

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