A chemoselective aerobic oxidation of benzylic azides catalyzed by molybdenum xanthate in an aqueous medium
摘要:
A mild molybdenum-catalyzed, aerobic, chemoselective oxidation of benzylic azides to the corresponding aldehydes in an aqueous medium that tolerates a variety of functional groups including alcohols, esters, ketones, halides and olefins is described. (c) 2008 Elsevier Ltd. All rights reserved.
P(NMe<sub>2</sub>)<sub>3</sub>-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters
作者:Sunewang Rixin Wang、Alexander T. Radosevich
DOI:10.1021/acs.orglett.5b01784
日期:2015.8.7
A commercial phosphorus-based reagent (P(NMe2)(3)) mediates,umpolung alkylation of methyl aroylformates with benzylic and allylic bromides, leading to either Barer-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 alpha-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.
A chemoselective aerobic oxidation of benzylic azides catalyzed by molybdenum xanthate in an aqueous medium
作者:Mahagundappa Maddani、Kandikere Ramaiah Prabhu
DOI:10.1016/j.tetlet.2008.05.047
日期:2008.7
A mild molybdenum-catalyzed, aerobic, chemoselective oxidation of benzylic azides to the corresponding aldehydes in an aqueous medium that tolerates a variety of functional groups including alcohols, esters, ketones, halides and olefins is described. (c) 2008 Elsevier Ltd. All rights reserved.