1197-78-0Relevant articles and documents
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Kuwajima,Nakamura
, p. 3257 (1975)
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Thioalkylation of Enolates, II. α-Thioalkylation of Zinc Enolates to α,α-Disubstituted Ketones
Groth, Ulrich,Huhn, Thomas,Richter, Norbert
, p. 49 - 54 (2007/10/02)
An α-alkylation of the 2-methylcycloalkanones 1 and 4 at the higher substituted carbon can be achieved by thioalkylation of the corresponding zinc enolates with the α-chlorosulfides 3.The desulfurization can be carried out with either Raney nickel or lithium in diethylamine for compounds which contain double or triple bonds. Key Words: Zinc enolates, thioalkylation of / Ketones, α,α-disubstituted / Desulfurization
Fluoride-Mediated Reactions of Enol Silyl Ethers. Regiospecific Monoalkylation of Ketones
Kuwajima, Isao,Nakamura, Eiichi,Shimizu, Makoto
, p. 1025 - 1030 (2007/10/02)
Treatment of enol silyl ethers with alkyl halides in the presence of benzyltrimethylammonium fluoride and molecular sieves at room temperature gives the corresponding monoalkylated products with high regiospecificity.In most cases no polyalkylated products formed in the reaction.The alkylation reaction is highly chemospecific: esters, epoxides, and even ketones survive the reaction conditions.The reactions of various cyclohexanone derivatives proceed with the preferential axial attack of the electrophile.
