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2114-00-3Relevant articles and documents
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Poirier et al.
, p. 1124,1126 (1979)
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Regiospecific synthesis of α-diones, α,α-dialkoxyketones and α-alkoxy-α-sulfenylated ketones
Tehrani,Boeykens,Tyvorskii,Kulinkovich,De Kimpe
, p. 6541 - 6548 (2000)
A convenient synthesis of α-diones and their monoprotected acetals, i.e. α-ketoacetals, was developed by mercury induced solvolysis of regiospecifically formed α-chloro-α-(alkylthio)ketones. Analogously, α-alkoxy-α-sulfenylated ketones were formed when reacting α-chloro-α-sulfenylated ketones with an alkaline alcoholic medium, α-Alkoxy-α-sulfenylated ketones themselves could be transformed into α-diones or ?-ketoacetals, which in turn were hydrolyzed under anhydrous conditions into the corresponding α-diones. (C) 2000 Elsevier Science Ltd.
Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones
Gediya, Shweta K.,Clarkson, Guy J.,Wills, Martin
, p. 11309 - 11330 (2020/10/12)
A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.
Facile Approach to Geminal HeterodihalogenationOne-Pot Synthesis of α-Bromo-α-Chloro Ketones
Bian, Ming,Tang, Dong-Min,Zhou, Jin-Feng
supporting information, (2020/09/09)
An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.