Revisited Mechanistic Implications of the Joullié–Ugi Three-Component Reaction

The effect of the solvent on the diastereoselectivity of the Joullié–Ugi three-component reaction (JU-3CR) using an α-substituted five-membered cyclic imine is revisited. The cis and trans isomers were generated in toluene and HFIP, respectively. Hammett analysis of the JU-3CR suggests the presence...

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Bibliographic Details
Published in:Organic letters 2016-06, Vol.18 (11), p.2552-2555
Main Authors: Katsuyama, Akira, Matsuda, Akira, Ichikawa, Satoshi
Format: Article
Language:English
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Summary:The effect of the solvent on the diastereoselectivity of the Joullié–Ugi three-component reaction (JU-3CR) using an α-substituted five-membered cyclic imine is revisited. The cis and trans isomers were generated in toluene and HFIP, respectively. Hammett analysis of the JU-3CR suggests the presence of two reaction mechanisms.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b00827