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Literature DB >> 16119923

Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands.

Jeff T Suri¹, Derek D Steiner, Carlos F Barbas.

Abstract

(R)-Proline catalyzes the amination reaction of functionalized indane carboxaldehydes and allows for the efficient enantioselective synthesis (>99% ee) of the metabotropic glutamate receptor ligands (S)-AIDA and (S)-APICA. [reaction: see text]

Entities: Chemical Gene

Mesh：

Substances：

Year: 2005 PMID： 16119923 DOI： 10.1021/ol0512942

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Recent Progress on the Stereoselective Synthesis of Cyclic Quaternary alpha-Amino Acids.

Authors: Carlos Cativiela; Mario Ordóñez
Journal: Tetrahedron Asymmetry Date: 2009-01-30

2. Enantioselective organocatalytic alpha-sulfenylation of substituted diketopiperazines.

Authors: Nathan W Polaske; Ramin Dubey; Gary S Nichol; Bogdan Olenyuk
Journal: Tetrahedron Asymmetry Date: 2009-12-11

3. Revisiting the Hirao Cross-coupling: Improved Synthesis of Aryl and Heteroaryl Phosphonates.

Authors: Yamina Belabassi; Saeed Alzghari; Jean-Luc Montchamp
Journal: J Organomet Chem Date: 2008-01-15 Impact factor: 2.369

4. An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature.

Authors: Ruinan Zhao; Yaocheng Yang; Xia Wang; Peng Ren; Qian Zhang; Dong Li
Journal: RSC Adv Date: 2018-11-05 Impact factor: 4.036

Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands.

1. Recent Progress on the Stereoselective Synthesis of Cyclic Quaternary alpha-Amino Acids.

2. Enantioselective organocatalytic alpha-sulfenylation of substituted diketopiperazines.

3. Revisiting the Hirao Cross-coupling: Improved Synthesis of Aryl and Heteroaryl Phosphonates.

4. An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature.

Review 5. Organocatalyzed asymmetric alpha-oxidation, alpha-aminoxylation and alpha-amination of carbonyl compounds.

6. Proline-catalysed amination reactions in cyclic carbonate solvents.

7. Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts.