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Brønsted Acid-Catalyzed Mannich-Type Reactions in Aqueous Media

✍ Scribed by Takahiko Akiyama; Jun Takaya; Hirotaka Kagoshima

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
126 KB
Volume
344
Category
Article
ISSN
1615-4150

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✦ Synopsis

HBF 4 -catalyzed Mannich-type reaction of silyl enolates with aldimines took place smoothly in aqueous organic solvent to afford b-aminocarbonyl compounds in high yields. The HBF 4 -catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfactant. A three-component synthesis starting from aldehyde, amine, and silyl enolate was successfully realized by means of a Br˘nsted acid in aqueous media.

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Enantioselective Mannich-Type Reaction C
Enantioselective Mannich-Type Reaction Catalyzed by a Chiral Brønsted Acid Derived from TADDOL
✍ Takahiko Akiyama; Youichi Saitoh; Hisashi Morita; Kohei Fuchibe 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 83 KB 👁 1 views

## Abstract A novel cyclic dialkyl phosphate was synthesized starting from (+)‐diethyl tartrate. Its catalytic activity as a chiral Brønsted acid has been examined in the Mannich‐type reaction of a ketene silyl acetal with aldimines as a model reaction. The corresponding β‐amino acid esters were ob