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Regio- and Diastereoselective Three-Component Syntheses of Homoallylic Amines in Aqueous Media Catalyzed by Brønsted Acids

✍ Scribed by Dong-Sheng Deng; Ping Liu; Jiwen Cai

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
102 KB
Volume
2007
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

A systematic investigation into the three component allylation reaction of aldehydes, amines, and allyltributylstannanes catalyzed by Brønsted acids in aqueous media was reported. The reaction was effective and able to produce homoallylic amines in moderate to high yields under mild conditions, with a good scope of substrates. Moreover, the regioselectivity of the reaction favors the formation of the γ‐product, and good diastereoselectivity in favor of the syn isomers when cinnamyltributylstannane was employed as the allylation reagent was observed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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Three-component Synthesis of Homoallylic
Three-component Synthesis of Homoallylic Amines Catalyzed by Phosphomolybdic Acid in Water
✍ Zhengfeng XIE; Guilong LI; Gang ZHAO; Jide WANG 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 72 KB

## Abstract The three‐component reactions of aromatic aldehydes, amines and allyltributylstannane in water catalyzed by phosphomolybdic acid (PMA), underwent smoothly to afford the corresponding homoallylic amines in high yields at room temperature.