Catalytic activation of trichlorosilane for efficient and stereoselective reduction of ketones
β Scribed by Fumiaki Iwasaki; Osamu Onomura; Katsuhiko Mishima; Toshihide Maki; Yoshihiro Matsumura
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 262 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Some kinds of N-formyl cyclic amine derivatives were found to be effective activators for trichlorosilane to reduce ketones. Namely, a catalytic amount of these activators were sufficient to complete the reduction of ketones with trichlorosilane, and the reduction of ketones by trichlorosilane with optically active activators gave enantiomerically enriched sec-alcohols in some extent of optical yields (up to 51% ee).
π SIMILAR VOLUMES
Trichlorosilane activated with N-formylpyrrolidine derivatives was found to be an effective reagent for reduction of imines to amines. The reagent showed much higher selectivity toward imino groups than carbonyl groups. The reduction of imines using trichlorosilane activated with optically active N-