139616-17-4Relevant academic research and scientific papers
P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters
Wang, Sunewang Rixin,Radosevich, Alexander T.
, p. 3810 - 3813 (2015/08/18)
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.
Palladium-catalyzed cross coupling reaction of benzyl bromides with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates
Yu, Wing-Yiu,Tsoi, Yuk-Tai,Zhou, Zhongyuan,Chan, Albert S. C.
supporting information; experimental part, p. 469 - 472 (2009/07/11)
(Chemical Equation Presented) A Pd-catalyzed cross-coupling reaction of benzyl bromides with α-aryldiazoesters is described, and E-α,β-diarylacrylates were obtained in good yields and excellent E-to-Z selectivity (>20:1).
Photochemical Wittig Reaction of Quasi-phosphonium Ylides
Tomioka, Hideo,Ichikawa, Naoki,Murata, Hideki
, p. 193 - 195 (2007/10/02)
α-(Methoxycarbonyl)benzylidene quasi-phosphonium ylides, which are unreactive towards most carbonyl compounds, are found to undergo the Wittig reaction upon irradiation; irradiation with acyclic carbonyl compounds, e.g. benzaldehydes and acetophenones, af
