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Synthesis and asymmetric hydrogenation of (3 E)-1-benzyl-3-[(2-oxopyridin-1 (2 H)-yl) methylidene] piperidine-2, 6-dione

…, A Shiibashi, JL Desmond, A Dishington…

文献索引:Bisset, Alexander A.; Shiibashi, Akira; Desmond, Jasmine L.; Dishington, Allan; Jones, Teyrnon; Clarkson, Guy J.; Ikariya, Takao; Wills, Martin Chemical Communications, 2012 , vol. 48, # 98 p. 11978 - 11980

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被引用次数: 9

摘要

The synthesis of (3E)-1-benzyl-3-[(2-oxopyridin-1 (2H)-yl) methylidene] piperidine-2, 6-dione 4 from N-benzylglutarimide was achieved in three steps. The asymmetric hydrogenation of 4 gave either the product of partial reduction (10) or full reduction (13), depending on the catalyst which was employed, in high ee in each case. Attempts at asymmetric transfer hydrogenation (ATH) of 4 resulted in formation of a racemic product.