期刊
TETRAHEDRON-ASYMMETRY
卷 21, 期 9-10, 页码 1184-1186出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2010.06.011
关键词
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资金
- DGES of the Spanish Ministerio de Educacion y Ciencia (MEC) [CSD2007-00006, CTQ2007-62771/BQU]
- Generalitat Valenciana [PROMETEO/2009/039]
- University of Alicante
- MEC
- UQ Graduate School
Highly enantioselective 1,3-dipolar cycloadditions of amino acid-derived azomethine ylides with alkenes have been performed, for the first time, under gold-catalysis using (S-a)- or (R-a)-Binap-gold(I) trifluoroacetate complexes, with the cationic Binap-gold acting as a Lewis acid and the counteranion as a base. Maleimides and trans-1,2-bis(phenylsulfonyl)ethylene were reacted with imino esters at room temperature in the absence of a base to afford, in very good yields, the corresponding polysubstituted prolines with total endo-diastereoselection and higher enantioselectivities than the Binap-silver trifluoroacetate complex. (C) 2010 Elsevier Ltd. All rights reserved.
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