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Literature DB >> 26321769

Xanthene-4,5-diamine derivatives: a study of anion-binding catalysis.

Alison E Metz¹, Kailasham Ramalingam¹, Marisa C Kozlowski¹.

Abstract

This study describes the synthesis of a class of anion-binding catalysts based on a xanthene scaffold. Both unsymmetrical catalysts and C2-symmetrical catalysts were generated, and were examined in the cyclization of 3- and 2-substituted furans onto N-acyliminium ions. Good conversion for each reaction was observed with a variety of anion-binding catalysts (42-76%).

Entities: Chemical Gene

Keywords: N-acyliminium ions; anion-binding catalyst; asymmetric organocatalysis; furan cyclization; xanthene-4,5-diamine

Year: 2015 PMID： 26321769 PMCID： PMC4551103 DOI： 10.1016/j.tetlet.2015.07.058

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

20 in total

Review 1. Recent advances in cooperative ion pairing in asymmetric organocatalysis.

Authors: Jean-François Brière; Sylvain Oudeyer; Vincent Dalla; Vincent Levacher
Journal: Chem Soc Rev Date: 2011-11-01 Impact factor: 54.564

2. A dual-catalysis approach to the asymmetric Steglich rearrangement and catalytic enantioselective addition of O-acylated azlactones to isoquinolines.

Authors: Chandra Kanta De; Nisha Mittal; Daniel Seidel
Journal: J Am Chem Soc Date: 2011-09-29 Impact factor: 15.419

3. p-tert-Butylthiacalix[4]arenes functionalized by N-(4'-nitrophenyl)acetamide and N,N-diethylacetamide fragments: synthesis and binding of anionic guests.

Authors: Alena A Vavilova; Ivan I Stoikov
Journal: Beilstein J Org Chem Date: 2017-09-13 Impact factor: 2.883

3 in total

Xanthene-4,5-diamine derivatives: a study of anion-binding catalysis.

Review 1. Recent advances in cooperative ion pairing in asymmetric organocatalysis.

2. A dual-catalysis approach to the asymmetric Steglich rearrangement and catalytic enantioselective addition of O-acylated azlactones to isoquinolines.

3. Enantioselective Pictet-Spengler-type cyclizations of hydroxylactams: H-bond donor catalysis by anion binding.

Review 4. (Thio)urea organocatalysis--what can be learnt from anion recognition?

5. Anion receptor chemistry: highlights from 2011 and 2012.

6. Asymmetric counteranion-directed catalysis: concept, definition, and applications.

7. Anion recognition by neutral macrocyclic amides.

8. A cascade approach to fused indolizinones through Lewis acid-copper(I) relay catalysis.

9. Regio- and enantioselective catalytic cyclization of pyrroles onto N-acyliminium ions.

10. Enantioselective, thiourea-catalyzed intermolecular addition of indoles to cyclic N-acyl iminium ions.

1. Mechanism-Guided Development of a Highly Active Bis-thiourea Catalyst for Anion-Abstraction Catalysis.

2. Anion-Abstraction Catalysis: The Cooperative Mechanism of α-Chloroether Activation by Dual Hydrogen-Bond Donors.

3. p-tert-Butylthiacalix[4]arenes functionalized by N-(4'-nitrophenyl)acetamide and N,N-diethylacetamide fragments: synthesis and binding of anionic guests.