Asymmetric, Three-Component, One-Pot Synthesis of Spiropyrazolones and 2,5-Chromenediones from Aldol Condensation/NHC-Catalyzed Annulation Reactions.
Asymmetric, Three-Component, One-Pot Synthesis of Spiropyrazolones and 2,5-Chromenediones from Aldol Condensation/NHC-Catalyzed Annulation Reactions.
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DOI：
10.1002/chem.201600515
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发表时间：
2016-04
期刊：
影响因子：
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通讯作者：
Lei Wang;Sun Li;Pankaj Chauhan;D. Hack;Arne R. Philipps;R. Puttreddy;K. Rissanen;G. Raabe;D. Enders
中科院分区：
文献类型：
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作者：
Lei Wang;Sun Li;Pankaj Chauhan;D. Hack;Arne R. Philipps;R. Puttreddy;K. Rissanen;G. Raabe;D. Enders
A novel one-pot, three-component diastereo- and enantioselective synthesis of spiropyrazolones has been developed involving the aldol condensation of an enal to generate α,β-unsaturated pyrazolones, which react with a second equivalent of enal through an N-heterocyclic carbene (NHC)-catalyzed [3+2] annulation. The desired spirocyclopentane pyrazolones are obtained in moderate to good yields and good to excellent stereoselectivities. Alternatively, starting from cyclic 1,3-diketones, 2,5-chromenediones are available through [2+4] annulation.
