期刊
TETRAHEDRON
卷 67, 期 19, 页码 3337-3342出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.03.069
关键词
Asymmetric catalysis; [4+2] Cycloaddition; beta,gamma-Unsaturated alpha-keto esters; Bifunctional catalysts
资金
- National Basic Research Program of China (973 Program) [2010CB833300]
- National Natural Science Foundation of China [20032006, 20532040]
- Excellent Young Scholars Foundation of National Natural Science Foundation of China [20525208]
A highly enantioselective [4+2] cycloaddition reaction of beta,gamma-unsaturated alpha-keto esters with oxazolones was realized with readily available cinchona alkaloids as the catalysts. Using this reaction, a series of highly functionalized delta-lactones with adjacent alpha-quaternary-beta-tertiary stereocenters were obtained in high yields (up to 97%) and with good-to-excellent enantioselectivities (up to 97% ee). (C) 2011 Elsevier Ltd. All rights reserved.
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