Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Efficient three-component Strecker reaction of aldehydes/ketones via NHC-amidate palladium(II) complex catalysis.

Literature DB >> 19265413

Efficient three-component Strecker reaction of aldehydes/ketones via NHC-amidate palladium(II) complex catalysis.

Jamie Jarusiewicz¹, Yvonne Choe, Kyung Soo Yoo, Chan Pil Park, Kyung Woon Jung.

Abstract

A simple and efficient one-pot, three-component method has been developed for the synthesis of alpha-aminonitriles. This Strecker reaction is applicable for aldehydes and ketones with aliphatic or aromatic amines and trimethylsilyl cyanide in the presence of a palladium Lewis acid catalyst in dichloromethane solvent at room temperature.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2009 PMID： 19265413 PMCID： PMC2713785 DOI： 10.1021/jo900163w

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

12 in total

1. Recent Developments in Catalytic Asymmetric Strecker-Type Reactions.

Authors: Larry Yet
Journal: Angew Chem Int Ed Engl Date: 2001-03-02 Impact factor: 15.336

2. Mechanism of enantioselective Ti-catalyzed Strecker reaction: peptide-based metal complexes as bifunctional catalysts.

Authors: N S Josephsohn; K W Kuntz; M L Snapper; A H Hoveyda
Journal: J Am Chem Soc Date: 2001-11-28 Impact factor: 15.419

3. Structure-based analysis and optimization of a highly enantioselective catalyst for the strecker reaction.

Authors: Petr Vachal; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2002-08-28 Impact factor: 15.419

4. Catalytic enantioselective Strecker reactions and analogous syntheses.

Authors: Harald Gröger
Journal: Chem Rev Date: 2003-08 Impact factor: 60.622

5. Recent developments in the catalytic asymmetric cyanation of ketimines.

Authors: Claude Spino
Journal: Angew Chem Int Ed Engl Date: 2004-03-26 Impact factor: 15.336

6. Supramolecular catalysis of Strecker reaction in water under neutral conditions in the presence of beta-cyclodextrin.

Authors: K Surendra; N Srilakshmi Krishnaveni; A Mahesh; K Rama Rao
Journal: J Org Chem Date: 2006-03-17 Impact factor: 4.354

7. The catalytic asymmetric Strecker reaction: ketimines continue to join the fold.

Authors: Stephen J Connon
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

8. Enantioselective synthesis of alpha-amino nitriles from N-benzhydryl imines and HCN with a chiral bicyclic guanidine as catalyst.

Authors: E J Corey; M J Grogan
Journal: Org Lett Date: 1999-07-15 Impact factor: 6.005

9. Concise synthesis of enantiopure alpha-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction.

Authors: Florent Huguenot; Thierry Brigaud
Journal: J Org Chem Date: 2006-09-01 Impact factor: 4.354

Efficient three-component Strecker reaction of aldehydes/ketones via NHC-amidate palladium(II) complex catalysis.

1. Recent Developments in Catalytic Asymmetric Strecker-Type Reactions.

2. Mechanism of enantioselective Ti-catalyzed Strecker reaction: peptide-based metal complexes as bifunctional catalysts.

3. Structure-based analysis and optimization of a highly enantioselective catalyst for the strecker reaction.

4. Catalytic enantioselective Strecker reactions and analogous syntheses.

5. Recent developments in the catalytic asymmetric cyanation of ketimines.

6. Supramolecular catalysis of Strecker reaction in water under neutral conditions in the presence of beta-cyclodextrin.

7. The catalytic asymmetric Strecker reaction: ketimines continue to join the fold.

8. Enantioselective synthesis of alpha-amino nitriles from N-benzhydryl imines and HCN with a chiral bicyclic guanidine as catalyst.

9. Concise synthesis of enantiopure alpha-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction.

10. Gallium (III) triflate catalyzed efficient Strecker reaction of ketones and their fluorinated analogs.

Review 1. Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Review 2. Synthesis of Biologically Active Molecules through Multicomponent Reactions.

3. MCRs reshaped into a switchable microwave-assisted protocol toward 5-aminoimidazoles and dihydrotriazines.

4. A truly green synthesis of α-aminonitriles via Strecker reaction.

5. Amines as key building blocks in Pd-assisted multicomponent processes.