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Literature DB >> 19132644

Light in aminocatalysis: the asymmetric intermolecular alpha-alkylation of aldehydes.

Abstract

Following the light: Photoredox catalysis along with aminocatalysis have proved to be the right combination for one of the most challenging asymmetric transformation in organic synthesis: the direct intermolecular alpha-alkylation of aldehydes.

Entities: Chemical

Year: 2009 PMID： 19132644 DOI： 10.1002/anie.200804995

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

9 in total

1. Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic α-alkylation of aldehydes.

Authors: Elena Arceo; Igor D Jurberg; Ana Alvarez-Fernández; Paolo Melchiorre
Journal: Nat Chem Date: 2013-08-11 Impact factor: 24.427

2. Enantioselective catalytic alpha-alkylation of aldehydes via an SN1 pathway.

Authors: Adam R Brown; Wen-Hsin Kuo; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2010-07-14 Impact factor: 15.419

3. Transition states and origins of 1,4-asymmetric induction in alkylations of 2,2,6-trialkylpiperidine enamines.

Authors: Joann M Um; Naeem S Kaka; David M Hodgson; K N Houk
Journal: Chemistry Date: 2010-06-01 Impact factor: 5.236

4. Diastereo- and enantioselective iridium-catalyzed allylation of cyclic ketone enolates: synergetic effect of ligands and barium enolates.

Authors: Wenyong Chen; Ming Chen; John F Hartwig
Journal: J Am Chem Soc Date: 2014-10-30 Impact factor: 15.419

Light in aminocatalysis: the asymmetric intermolecular alpha-alkylation of aldehydes.

1. Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic α-alkylation of aldehydes.

2. Enantioselective catalytic alpha-alkylation of aldehydes via an SN1 pathway.

3. Transition states and origins of 1,4-asymmetric induction in alkylations of 2,2,6-trialkylpiperidine enamines.

4. Diastereo- and enantioselective iridium-catalyzed allylation of cyclic ketone enolates: synergetic effect of ligands and barium enolates.

5. Tunable chiral metal organic frameworks toward visible light-driven asymmetric catalysis.

6. Old tricks, new dogs: organocatalytic dienamine activation of α,β-unsaturated aldehydes.

7. Enantioselective Formal α-Methylation and α-Benzylation of Aldehydes by Means of Photo-organocatalysis.

8. Eco-friendly synthesis of chromeno[4,3-b]chromenes with a new photosensitized WO₃/ZnO@NH₂-EY nanocatalyst.

9. Cross-trienamines in asymmetric organocatalysis.