New domino radical synthesis of aminoalcohols promoted by TiCl4-Zn/t-BuOOH system: selective hydroxyalkylation of amines in alcohol or in cyclic ether cosolvents.
作者： Simona Prosperini , Nadia Pastori , Alessandra Ghilardi , Angelo Clerici , Carlo Punta
DOI: 10.1039/C1OB05191A
关键词:
摘要: … solution of 1 and t-BuOOH d The aqueous 80 wt% t-BuOOH solution is added dropwise to … Once again, we compared the TiCl 3 /t-BuOOH system with the TiCl 4 –Zn/t-BuOOH one, the …
rsc.org
core.ac.uk
sci-hub.se 参考文章(46)
Peter S. Williams, Bruce C. Gilbert, P. David R. Marshall, Richard O. C. Norman, Nelson Pineda, Electron spin resonance studies. Part 61. The generation and reactions of the t-butoxyl radical in aqueous solution Journal of The Chemical Society-perkin Transactions 1. ,vol. 13, pp. 1392- 1400 ,(1981) , 10.1039/P29810001392
Ken-ichi Yamada, Mayu Nakano, Masaru Maekawa, Tito Akindele, Kiyoshi Tomioka, Tin-free radical addition of acyloxymethyl to imines. Organic Letters. ,vol. 10, pp. 3805- 3808 ,(2008) , 10.1021/OL8014978
J.S. Yadav, A. Ramesh Reddy, A. Venkat Narsaiah, B.V.S. Reddy, An efficient protocol for regioselective ring opening of epoxides using samarium triflate: Synthesis of propranolol, atenolol and RO363 Journal of Molecular Catalysis A: Chemical. ,vol. 261, pp. 207- 212 ,(2007) , 10.1016/J.MOLCATA.2006.07.059
Victoria Leiro, José Manuel Seco, Emilio Quiñoá, Ricardo Riguera, Assigning the configuration of amino alcohols by NMR: a single derivatization method. Organic Letters. ,vol. 10, pp. 2733- 2736 ,(2008) , 10.1021/OL800853U
Maurizio Selva, Massimo Fabris, Vittorio Lucchini, Alvise Perosa, Marco Noè, The reaction of primary aromatic amines with alkylene carbonates for the selective synthesis of bis-N-(2-hydroxy)alkylanilines: the catalytic effect of phosphonium-based ionic liquids Organic and Biomolecular Chemistry. ,vol. 8, pp. 5187- 5198 ,(2010) , 10.1039/C0OB00105H
Eric N. Jacobsen, Asymmetric catalysis of epoxide ring-opening reactions. Accounts of Chemical Research. ,vol. 33, pp. 421- 431 ,(2000) , 10.1021/AR960061V
Peter O'Brien, Sharpless Asymmetric Aminohydroxylation: Scope, Limitations, and Use in Synthesis Angewandte Chemie International Edition. ,vol. 38, pp. 326- 329 ,(1999) , 10.1002/(SICI)1521-3773(19990201)38:3<326::AID-ANIE326>3.0.CO;2-T
Gregory K. Friestad, Chiral N‐Acylhydrazones: Versatile Imino Acceptors for Asymmetric Amine Synthesis European Journal of Organic Chemistry. ,vol. 2005, pp. 3157- 3172 ,(2005) , 10.1002/EJOC.200500232
Rosalba Cannella, Angelo Clerici, Walter Panzeri, Nadia Pastori, Carlo Punta, Ombretta Porta, Free-radical version of the strecker synthesis of alpha-aminoamides promoted by aqueous H2O2/TiCl3/HCONH2 system. Journal of the American Chemical Society. ,vol. 128, pp. 5358- 5359 ,(2006) , 10.1021/JA061092G
David J. Ager, Indra Prakash, David R. Schaad, 1,2-Amino Alcohols and Their Heterocyclic Derivatives as Chiral Auxiliaries in Asymmetric Synthesis Chemical Reviews. ,vol. 96, pp. 835- 876 ,(1996) , 10.1021/CR9500038