Stereoselective reactions. 30. Enantioselective alkylation of the lithium enolates of six-membered cyclic ketones using tetradentate chiral amines in the presence of lithium bromide
โ Scribed by Masatoshi Murakata; Tatsuro Yasukata; Takumi Aoki; Makoto Nakajima; Kenji Koga
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 592 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
An efficient enantioselective alkylation of the lithium enolates of cyclohexanone and ltetralone with reactive alkyl halides was realized using a stoichiometric amount of a tetradentate chiral amine as a ligand for the lithium in the presence of lithium bromide in toluene.
๐ SIMILAR VOLUMES
Enantioselective alkylation of lactams and lactones can be realized up to 98% ee by deprotonation with a chiral tetradentate lithium amide (4b) in the presence of lithium bromide, and subsequent alkylation with active alkylating agents in non-chelating solvents.