106625-69-8Relevant articles and documents
New highly active and selective heterogeneous catalytic system for the synthesis of unsymmetrical organic carbonates: A green protocol
Veldurthy, Bhaskar,Clacens, Jean-Marc,Figueras, Francois
, p. 1972 - 1976 (2005)
A green, efficient, and selective synthesis of unsymmetrical organic carbonates is realised in the liquid phase by direct condensation of an alcohol and diethyl carbonate, in an ecocompatible route, in the presence of a recyclable heterogeneous solid-base CsF/α-Al2O3 catalyst. The catalyst displayed unprecedented activity after activation at 393 K for 4 h and produced quantitative yields with a greater rate compared with solid bases reported so far. The present process is a potential alternative to replace soluble bases in commercial synthesis. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Palladium-catalysed coupling between allyl carbonates and triethyl methanetricarboxylate (TEMT)
Cravotto, Giancarlo,Giovenzana, Giovanni B.,Sisti, Massimo,Palmisano, Giovanni
, p. 1639 - 1646 (1998)
Triethyl methanetricarboxylate (TEMT) is allylated by allylic carbonates in the presence of catalytic amounts of Pd(0) complexes; the reaction, conducted in very mild conditions, is fast and gives high yields of the title products.
Tandem Palladium and Isothiourea Relay Catalysis: Enantioselective Synthesis of α-Amino Acid Derivatives via Allylic Amination and [2,3]-Sigmatropic Rearrangement
Spoehrle, Stéphanie S. M.,West, Thomas H.,Taylor, James E.,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information, p. 11895 - 11902 (2017/09/07)
A tandem relay catalytic protocol using both Pd and isothiourea catalysis has been developed for the enantioselective synthesis of α-amino acid derivatives containing two stereogenic centers from readily accessible N,N-disubstituted glycine aryl esters and allylic phosphates. The optimized process uses a bench-stable succinimide-based Pd precatalyst (FurCat) to promote Pd-catalyzed allylic ammonium salt generation from the allylic phosphate and the glycine aryl ester. Subsequent in situ enantioselective [2,3]-sigmatropic rearrangement catalyzed by the isothiourea benzotetramisole forms syn-α-amino acid derivatives with high diastereo- and enantioselectivity. This methodology is most effective using 4-nitrophenylglycine esters and tolerates a variety of substituted cinnamic and styrenyl allylic ethyl phosphates. The use of challenging unsymmetrical N-allyl-N-methylglycine esters is also tolerated under the catalytic relay conditions without compromising stereoselectivity.
