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Literature DB >> 24600164

Scaffolding Catalysis: Expanding the Repertoire of Bifunctional Catalysts.

Kian L Tan¹, Xixi Sun¹, Amanda D Worthy¹.

Abstract

Inducing an intramolecular reaction is a powerful means of accelerating reactions. Though this mechanism of catalysis is common in enzymes, it is underutilized in synthetic catalysts. This article outlines our group's recent efforts to use reversible covalent bonding to induce an intramolecular reaction, allowing for rate acceleration as well as control of the selectivity in the desymmetrization of 1,2-diols.

Entities: Chemical Gene

Keywords: asymmetric catalysis; desymmetrization; diols; enantioselectivity; organocatalysis

Year: 2012 PMID： 24600164 PMCID： PMC3940486 DOI： 10.1055/s-0031-1290321

Source DB: PubMed Journal: Synlett ISSN： 0936-5214 Impact factor: 2.454

29 in total

Review 1. So do we understand how enzymes work?

Authors: D Blow
Journal: Structure Date: 2000-04-15 Impact factor: 5.006

2. Asymmetric Si-O coupling of alcohols.

Authors: Andreas Weickgenannt; Marius Mewald; Martin Oestreich
Journal: Org Biomol Chem Date: 2010-02-03 Impact factor: 3.876

3. Catalytic scaffolding ligands: an efficient strategy for directing reactions.

Authors: Thomas E Lightburn; Michael T Dombrowski; Kian L Tan
Journal: J Am Chem Soc Date: 2008-06-25 Impact factor: 15.419

4. Catalytic asymmetric Si-O coupling of simple achiral silanes and chiral donor-functionalized alcohols.

Authors: Andreas Weickgenannt; Marius Mewald; Thomas W T Muesmann; Martin Oestreich
Journal: Angew Chem Int Ed Engl Date: 2010-03-15 Impact factor: 15.336

5. Scaffolding catalysts: highly enantioselective desymmetrization reactions.

Authors: Xixi Sun; Amanda D Worthy; Kian L Tan
Journal: Angew Chem Int Ed Engl Date: 2011-07-07 Impact factor: 15.336

6. Regiodivergent reactions through catalytic enantioselective silylation of chiral diols. Synthesis of sapinofuranone A.

Authors: Jason M Rodrigo; Yu Zhao; Amir H Hoveyda; Marc L Snapper
Journal: Org Lett Date: 2011-06-28 Impact factor: 6.005

Scaffolding Catalysis: Expanding the Repertoire of Bifunctional Catalysts.

Review 1. So do we understand how enzymes work?

2. Asymmetric Si-O coupling of alcohols.

3. Catalytic scaffolding ligands: an efficient strategy for directing reactions.

4. Catalytic asymmetric Si-O coupling of simple achiral silanes and chiral donor-functionalized alcohols.

5. Scaffolding catalysts: highly enantioselective desymmetrization reactions.

6. Regiodivergent reactions through catalytic enantioselective silylation of chiral diols. Synthesis of sapinofuranone A.

7. Application of a chiral scaffolding ligand in catalytic enantioselective hydroformylation.

8. Enantioselective silyl protection of alcohols catalysed by an amino-acid-based small molecule.

9. Enantioselective hydroformylation of aniline derivatives.

10. Bifunctional asymmetric catalysis: cooperative Lewis acid/base systems.

Review 1. Supramolecular Approaches To Control Activity and Selectivity in Hydroformylation Catalysis.

2. Broad-spectrum kinetic resolution of alcohols enabled by Cu-H-catalysed dehydrogenative coupling with hydrosilanes.