1257204-48-0Relevant articles and documents
DECARBOXYLATIVE CROSS-COUPLING AND APPLICATIONS THEREOF
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Page/Page column 44, (2015/12/09)
Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. For example, methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.
Cobalt-catalyzed carbon-carbon bond formation: Synthesis and applications of enantiopure pyrrolidine derivatives[1]
Hsu, Shih-Fan,Ko, Chih-Wei,Wu, Yao-Ting
, p. 1756 - 1762 (2011/09/20)
In the presence of cobalt catalysts and tetramethylethylenediamine (TMEDA), the iodine atom in (S)-2-(iodomethyl)pyrrolidines was replaced by an aryl or an alkynyl group from the corresponding Grignard reagent, and the coupling products were obtained in good to excellent yields (16 examples; 75-94% yields). The scope and limitations of this protocol were examined. The stereochemistry of the pyrrolidines was unaffected by the reaction conditions. The coupling products are important building blocks of phenanthroindolizidine alkaloids. Palladium-catalyzed formal [4+2] cycloaddition of 2,2′-diiodobiphenyl with the thus-generated (S)-2-(3-trimethylsilyl-2-propynyl)pyrrolidine gave a good yield of the desilylated phenanthrene, which was then converted into unnatural (+)-(S)-tylophorine by the Pictet-Spengler cyclization. Copyright
In situ trapping of Boc-2-pyrrolidinylmethylzinc iodide with aryl iodides: Direct synthesis of 2-benzylpyrrolidines
Massah, Ahmad Reza,Ross, Andrew J.,Jackson, Richard F. W.
, p. 8275 - 8278 (2011/03/18)
Addition of (S)-(+)-tert-butyl 2-(iodomethyl)pyrrolidine-1-carboxylate to activated zinc, aryl halides, and a catalyst derived from Pd2(dba) 3 (2.5 mol %) and SPhos (5 mol %) in DMF allows trapping of the corresponding organozinc rea
Asymmetric palladium-catalyzed carboamination reactions for the synthesis of enantiomerically enriched 2-(Arylmethyl)- and 2-(Alkenylmethyl)pyrrolidines
Mai, Duy N.,Wolfe, John P.
supporting information; experimental part, p. 12157 - 12159 (2010/11/03)
The enantioselective synthesis of 2-(arylmethyl)- and 2-(alkenylmethyl) pyrrolidine derivatives via Pd-catalyzed alkene carboamination reactions is described. These transformations generate enantiomerically enriched products with up to 94% ee from readily