Enantioselective conjugate addition of both aromatic ketones and acetone to nitroolefins catalyzed by chiral primary amines bearing multiple hydrogen-bonding donors.
Enantioselective conjugate addition of both aromatic ketones and acetone to nitroolefins catalyzed by chiral primary amines bearing multiple hydrogen-bonding donors.
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DOI：
10.1021/jo300011x
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发表时间：
2012-03
期刊：
影响因子：
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通讯作者：
Zhongwen Sun;Fangzhi Peng;Ze-Qian Li;Liwei Zou;Shao-Xiong Zhang;Xiang Li;Zhi-Hui Shao
中科院分区：
文献类型：
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作者：
Zhongwen Sun;Fangzhi Peng;Ze-Qian Li;Liwei Zou;Shao-Xiong Zhang;Xiang Li;Zhi-Hui Shao
设计并合成了一类新型的含多个氢键给体的手性伯胺催化剂。新开发的双功能有机催化剂不仅能有效地催化芳香酮与硝基烯烃的共轭加成反应，而且对丙酮与硝基烯烃的共轭加成反应也具有很高的对映选择性（97→ 99%ee）和对映选择性（90-96%）。
A new class of chiral primary amine catalysts bearing multiple hydrogen-bonding donors have been designed and synthesized. The newly developed bifunctional organocatalysts efficiently catalyzed not only enantioselective conjugate addition of aromatic ketones to nitroolefins in good yields (up to 87%) with excellent enantioselectivities (97→99% ee) but also enantioselective conjugate addition of acetone to nitroolefins in excellent yields (90-96%) with high enantioselectivities (up to 97% ee).