The lithium aluminum hydride - aluminum chloride reduction of oximes
โ Scribed by Mark N. Rerick; Claude H. Trottier; Ranald A. Daignault; John D. DeFoe
- Publisher
- Elsevier Science
- Year
- 1963
- Tongue
- French
- Weight
- 251 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
THE reduction of ketoximas and aldoximes with lithium aluminum hydride (LAH) has been reported in numerous instances to give the corresponding primary amine. 1 However, in the reduction of cyclodecanone oxime 2 and in the reduction of certain aryl ketoximes 3 the primary amine was accompanied by an isomeric secondary amine.
๐ SIMILAR VOLUMES
Although the rearrangement which occurs on reduction of aranat~c ketoximes with lithium aluminum hydride (equation la) Is well known, 192 the reductive rearrangement of aromatic aldoximes under similar conditions (equation lb) has not been reported, despite the fact that a mznber of aldoximes have b
Recently, applications of transition metal hydrides in organic synthesis have received considerable attention. For example, hydrozirconation of alkenes and alkynes to form alkyl and alkenyl intermediates has been shown to have considerable potential for the functionalization of fundamental building