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Enantioselective organocatalytic intramolecular Diels-Alder reactions. The asymmetric synthesis of solanapyrone D

…, WS Jen, DWC MacMillan

文献索引:Wilson, Rebecca M.; Jen, Wendy S.; MacMillan, David W. C. Journal of the American Chemical Society, 2005 , vol. 127, # 33 p. 11616 - 11617

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被引用次数: 212

摘要

The first direct enantioselective organocatalytic intramolecular Diels-Alder reaction has been accomplished. The use of iminium catalysis has provided a new catalytic strategy for the enantioselective [4+ 2] cycloisomerization of a wide variety of tethered diene-enal systems. The use of imidazolidinones 1 and 2 as the asymmetric catalysts has been found to mediate the enantioselective construction of [4.4. 0] and [4.3. 0] ring systems. Application of this ...