Asymmetric synthesis of γ-aryl-substituted GABA derivatives via a highly diastereoselective Rh-catalyzed boronic acid addition at room temperature?
Organic Chemistry Frontiers Pub Date: 2015-06-05 DOI: 10.1039/C5QO00133A
Abstract
A highly diastereoselective Rh-catalyzed boronic acid addition to enantiopure sulfinylimines providing γ-aryl GABA derivatives has been described. The reaction proceeds in protic solvents at room temperature and the starting material is readily prepared. The novel protocol enables the introduction of a variety of aryl substituents onto an unactivated sulfinylimine under mild conditions.
Recommended Literature
- [1] Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature Hanie Hashtroudi,Ian D. R. MackinnonJ. Mater. Chem. C, 2020,8, 13108-13126 10.1039/D0TC01968B
- [2] Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)? Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. LlewellynChem. Commun., 2007, 3291-3293 10.1039/B703468G
- [3] Evolution and characterization of a benzylguanine-binding RNA aptamer? J. Xu,T. J. Carrocci,A. A. HoskinsChem. Commun., 2016,52, 549-552 10.1039/C5CC07605F
- [4] Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces? Shintaro Takata,Yoshihiro MiuraPhys. Chem. Chem. Phys., 2014,16, 24784-24789 10.1039/C4CP03280B
- [5] Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-MoralesCrystEngComm, 2013,15, 2206-2212 10.1039/C2CE26556G
- [6] Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles? Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei YangRSC Adv., 2017,7, 46297-46305 10.1039/C7RA08074C
- [7] Dissociative electron attachment to HGaF4 Lewis–Br?nsted superacid Marcin Czapla,Jack SimonsPhys. Chem. Chem. Phys., 2018,20, 21739-21745 10.1039/C8CP04007A
- [8] Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita 10.1002/rcm.9494
- [9] Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe? Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. MarqueChem. Sci., 2021,12, 4154-4161 10.1039/D0SC06470J
- [10] Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells? Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re AlsbergJ. Mater. Chem. A, 2015,3, 9851-9860 10.1039/C5TA00625B
Journal Name:Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4