A convenient one-pot procedure for the selective reduction of ketones in the presence of aldehydes
β Scribed by Mario Paglialunga Paradisi; Giampiero Pagani Zecchini; Giorgio Ortar
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 212 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The title process has been accomplished by a three-step sequence involving protection of aldeh;de as the imine, in situ reduction of ketone with lithium tri-tert-butoxyaluminohydride, and regeneration of aldehyde on hydrolytic work-up.
The preferential in situ ketalization or hydration of aldehydes relative to ketones using a lanthanoid ion as the catalyst have been recently exploited in the first two one-pot methods for the selective reduction of a keto group in the presence of an aldehyde.
' Isomeric purity. The original geranial WEW 97% pure; thus, only a negligible isomerization to neral has taken place.
π SIMILAR VOLUMES
## Abstract Ξ³βAmino alcohols **3** have been synthesized by the addition of organolithium reagents to Ξ²βenamino ketones **1** followed by oneβpot reduction with sodium triacetoxyborohydride. The method allows the stereoselective synthesis of Ξ³βamino alcohols in which the hydroxy group is bonded to