1257984-85-2Relevant academic research and scientific papers
Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands
Liu, Tao,Wang, Biqin,Wang, Peng,Wu, Yichen,Xu, Wen-Qiang,Yang, Lei
supporting information, p. 13365 - 13368 (2021/12/17)
The development of chiral architectures for chiral ligand and catalyst discovery is essential for asymmetric catalysis. Herein, we report the concise synthesis of a Si-centered spirocyclic skeleton, spirobiphenoxasilin-diol (SPOSiOL), and its derived chiral ligands. Using the chemical resolution method, the optical SPOSiOL could be obtained in high yield on a gram scale. Preliminary studies indicated that this ligand scaffold has great potential in transition metal-catalyzed asymmetric reactions. This finding further highlights that the Si-centered spirocyclic scaffolds are of great value in asymmetric catalysis. This journal is
Asymmetric Synthesis and Application of Chiral Spirosilabiindanes
Chang, Xin,Chen, Hong-Chao,Li, Chuan-Ying,Ma, Pei-Long,Wang, Peng
supporting information, p. 8937 - 8940 (2020/04/30)
Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.
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.
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
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
