P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters
A commercial phosphorus-based reagent (P(NMe2)3) mediates umpolung alkylation of methyl aroylformates with benzylic and allylic bromides, leading to either Barbier-type addition or ylide-free olefination products upon workup. The reaction sequence is initiated by a two-electron redox addition of the tricoordinate phosphorus reagent with an α-keto ester compound (Kukhtin-Ramirez addition). A mechanistic rationale is offered for the chemoselectivity upon which the success of this nonmetal mediated C-C bond forming strategy is based.
Wang, Sunewang Rixin,Radosevich, Alexander T.
p. 3810 - 3813
(2015/08/18)
Further insights into the SAR of α-substituted cyclopropylamine derivatives as inhibitors of histone demethylase KDM1A
Epigenetics alterations including histone methylation and acetylation, and DNA methylation, are thought to play important roles in the onset and progression of cancer in numerous tumour cell lines. Lysinespecific demethylase 1 (LSD1 or KDM1A) is highly ex
Triethylamine-induced Reactions of Methyl 2,3-Dibromo-2,3-diarylpropanoates in Methanol
The title compounds undergo elimination with methanolic triethylamine to afford the corresponding debrominated olefins, most of them through an E2 stereoconvergent process.
Badajoz, Mercedes A.,Montani, Rosana S.,Cabaleiro, Mercedes C.
p. 124 - 125
(2007/10/03)
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