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Organocatalytic Enantioselective Michael Addition Of Cyclic Hemiacetals To Nitroolefins: A Facile Access To Chiral Substituted 5- And 6-membered Cyclic Ethers.
Yadong Zhu, P. Qian, Jiyang Yang, S. Chen, Yanwei Hu, Ping Wu, Weiqi Wang, Wei Zhang, Shilei Zhang
Published 2015 · Chemistry, Medicine
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An efficient aminocatalytic enantioselective Michael addition of readily available cyclic hemiacetals to nitroolefins has been developed. The strategy serves as a powerful approach to synthetically valuable chiral 3-substituted tetrahydrofurans (THFs) and tetrahydropyrans (THPs). The synthetic utilities of the versatile Michael adducts also have been demonstrated in the synthesis of 2,3-disubstituted cyclic ethers, α-substituted lactones and venlafaxine analogues.
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