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A highly stereocontrolled synthesis of α-hydroxycyclopropanes possessing a trifluoromethyl group

✍ Scribed by Takashi Yamazaki; Jeng Tain Lin; Mitsunori Takeda; Tomoya Kitazume

Publisher
Elsevier Science
Year
1990
Tongue
English
Weight
114 KB
Volume
1
Category
Article
ISSN
0957-4166

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The reaction of enolate prepared from ethyl 3-methyl-4,4,4-trifluorobutyrate with Mo05-Py-HMPA complex provides ethyl (2S\*,3S\*)-2-hydroxy-3methyl-4,4,4\_trifluorobutyrate predominantly. In contrast, NaBH4 reduction of the corresponding 2-oxobutyrate affords (2R\* ,3S\*)-hydroxyester preferentially