Prev. Article Next Article Table of Contents

Note

Bismuth Triflate-Catalyzed Three-Component Mannich-Type Reaction

Supporting Info

Thierry Ollevier* and Etienne Nadeau

Dpartement de chimie, Universit Laval, Qubec (Qubec), Canada G1K 7P4 thierry.ollevier@chm.ulaval.ca

J. Org. Chem., 2004, 69 (26), pp 9292–9295

DOI: 10.1021/jo048617c

Publication Date (Web): November 17, 2004

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Bismuth triflate catalyzes the Mannich-type reaction of a variety of in situ generated aldimines using aldehydes, anilines, and silyl enol ethers in a three-component reaction. The reaction proceeds rapidly and affords the corresponding protected β-amino ketones in high yields (up to 94%).

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

History

Published In Issue December 24, 2004
Received August 9, 2004

Recommend & Share

Related Content

Catalytic, Asymmetric Michael Reactions of Cyclic Diketones with β,γ-Unsaturated α-KetoestersOrganic Letters
- Catalytic, Asymmetric Michael Reactions of Cyclic Diketones with β,γ-Unsaturated α-Ketoesters
  Michael A. Calter and Jun Wang
  Organic Letters 2009 11 (10), pp 2205–2208
  Abstract: Newly synthesized cinchona alkaloid-derived pyrimidines function as effective asymmetric catalysts for the Michael reaction between cyclic diketones and β,γ-unsaturated α-ketoesters. The reactions of electrophiles with either aryl or alkyl γ-...
  Abstract | Full Text HTML | PDF w/ Links | Hi-Res PDF
Target-Directed Organocatalysis: A Direct Asymmetric Catalytic Approach to Chiral Propargylic and Allylic FluoridesJournal of the American Chemical Society
- Target-Directed Organocatalysis: A Direct Asymmetric Catalytic Approach to Chiral Propargylic and Allylic Fluorides
  Hao Jiang, Aurelia Falcicchio, Kim L. Jensen, Mrcio W. Paixo, Søren Bertelsen and Karl Anker Jørgensen
  Journal of the American Chemical Society 2009 131 (20), pp 7153–7157
  Abstract: A simple, direct one-pot organocatalytic approach to the formation of optically active propargylic fluorides is presented. The approach is based on organocatalytic α-fluorination of aldehydes and trapping and homologation of the intermediate providing ...
  Abstract | Full Text HTML | PDF w/ Links | Hi-Res PDF
Highly Efficient One-Pot Three-Component Mannich Reaction in Water Catalyzed by Heteropoly AcidsOrganic Letters
- Highly Efficient One-Pot Three-Component Mannich Reaction in Water Catalyzed by Heteropoly Acids
  Najmodin Azizi, Lalleh Torkiyan, and Mohammad R. Saidi
  Organic Letters 2006 8 (10), pp 2079–2082
  Abstract: Heteropoly acids efficiently catalyzed the one-pot, three-component Mannich reaction of ketones with aromatic aldehydes and different amines in water at ambient temperature and afforded the corresponding β-amino carbonyl compounds in good to excellent ...
  Abstract | Full Text HTML | Hi-Res PDF

Note

Bismuth Triflate-Catalyzed Three-Component Mannich-Type Reaction

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Catalytic, Asymmetric Michael Reactions of Cyclic Diketones with β,γ-Unsaturated α-Ketoesters

Target-Directed Organocatalysis: A Direct Asymmetric Catalytic Approach to Chiral Propargylic and Allylic Fluorides

Highly Efficient One-Pot Three-Component Mannich Reaction in Water Catalyzed by Heteropoly Acids

Other ACS content by these authors:

JOURNALS

BOOKS

MAGAZINE

COMMUNITIES

DIRECTORIES & DATABASES