Diastereoselective lithium salt-assisted 1,3-dipolar cycloaddition of azomethine ylides to the fullerene C60

Autor:	Lev N. Sidorov, Oleg N. Kharybin, Alexander A. Zadorin, V. A. Ioutsi, Pavel A. Khavrel, N. S. Ovchinnikova, Eugenii N. Nikolaev, Marina A. Yurovskaya, Nikita M. Belov, Alexey A. Goryunkov
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Schiff base Organic Chemistry Imine chemistry.chemical_element Azomethine ylide Electron donor Biochemistry Cycloaddition chemistry.chemical_compound chemistry Ylide Drug Discovery 1 3-Dipolar cycloaddition Polymer chemistry Organic chemistry Lithium
Zdroj:	Tetrahedron. 66:3037-3041
ISSN:	0040-4020
Popis:	An efficient method for the diastereoselective synthesis of 5-substituted 3,4-fulleroproline esters based on the lithium salt-assisted cycloaddition of azomethine ylides has been developed. A series of the fulleroproline esters containing either electron donating or electron withdrawing substituents was prepared with high yields and diastereoselectivities provided by the S-trans-configuration of ylide generated in situ from the corresponding Schiff base in the presence of a lithium salt and base. This method provides easy preparation of 3,4-fulleroproline derivatives suitable for fullerene-based peptide synthesis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::81528fd3b24aaaaadd707a034050fd80 https://doi.org/10.1016/j.tet.2010.02.057 Zobrazit plný text záznamu Full Text from ScienceDirect