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Organocatalytic Asymmetric Three‐Component Cyclization of Cinnamaldehydes and Primary Amines with 1,3‐Dicarbonyl Compounds: Straightforward Access to Enantiomerically Enriched Dihydropyridines

2008; Wiley; Volume: 47; Issue: 13 Linguagem: Inglês

10.1002/anie.200705300

1521-3773

Jun Jiang, Jie Yu, Xixi Sun, Qin‐Quan Rao, Liu‐Zhu Gong,

Carbohydrate Chemistry and Synthesis

All in together: The title reaction takes place under mild conditions in the presence of a chiral phosphonic acid catalyst to provide 4-aryl substituted 1,4-dihydropyridines with up to 98 % ee (see scheme). The products are useful substrates for the asymmetric synthesis of tetrahydropyridines and multifunctional piperidines, which are common substructures of natural products and pharmaceuticals. R1=aryl; R2,R3=alkyl. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z705300_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.