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 The efficient desymmetrization of glycerol using scaffolding catalysis.

Literature DB >> 22790118

The efficient desymmetrization of glycerol using scaffolding catalysis.

Abstract

Glycerol is an ideal building block for the synthesis of complex molecules, because it is inexpensive and highly functionalized. We report the desymmetrization of glycerol through silyl transfer, using a chiral organic catalyst in high yield and enantioselectivity.

Entities: Chemical

Mesh：

Substances：

Year: 2013 PMID： 22790118 PMCID： PMC3633631 DOI： 10.1039/c2cc33633b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

23 in total

1. 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

2. Regioselective activation of glycosyl acceptors by a diarylborinic acid-derived catalyst.

Authors: Christina Gouliaras; Doris Lee; Lina Chan; Mark S Taylor
Journal: J Am Chem Soc Date: 2011-08-12 Impact factor: 15.419

3. 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

4. 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

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

Authors: Yu Zhao; Jason Rodrigo; Amir H Hoveyda; Marc L Snapper
Journal: Nature Date: 2006-09-07 Impact factor: 49.962

6. Site-selective catalysis: toward a regiodivergent resolution of 1,2-diols.

Authors: Amanda D Worthy; Xixi Sun; Kian L Tan
Journal: J Am Chem Soc Date: 2012-04-19 Impact factor: 15.419

7. A catalytic tethering strategy: simple aldehydes catalyze intermolecular alkene hydroaminations.

Authors: Melissa J MacDonald; Derek J Schipper; Peter J Ng; Joseph Moran; André M Beauchemin
Journal: J Am Chem Soc Date: 2011-11-23 Impact factor: 15.419

8. beta 1-selective adrenoceptor antagonists. 1. Synthesis and beta-adrenergic blocking activity of a series of binary (aryloxy)propanolamines.

Authors: R W Kierstead; A Faraone; F Mennona; J Mullin; R W Guthrie; H Crowley; B Simko; L C Blaber
Journal: J Med Chem Date: 1983-11 Impact factor: 7.446

9. Stereoisomers of ketoconazole: preparation and biological activity.

Authors: D M Rotstein; D J Kertesz; K A Walker; D C Swinney
Journal: J Med Chem Date: 1992-07-24 Impact factor: 7.446

10. Dinuclear zinc-catalyzed asymmetric desymmetrization of acyclic 2-substituted-1,3-propanediols: a powerful entry into chiral building blocks.

Authors: Barry M Trost; Sushant Malhotra; Takashi Mino; Naomi S Rajapaksa
Journal: Chemistry Date: 2008 Impact factor: 5.236

5 in total

The efficient desymmetrization of glycerol using scaffolding catalysis.

1. Asymmetric Si-O coupling of alcohols.

2. Regioselective activation of glycosyl acceptors by a diarylborinic acid-derived catalyst.

3. Scaffolding catalysts: highly enantioselective desymmetrization reactions.

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

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

6. Site-selective catalysis: toward a regiodivergent resolution of 1,2-diols.

7. A catalytic tethering strategy: simple aldehydes catalyze intermolecular alkene hydroaminations.

8. beta 1-selective adrenoceptor antagonists. 1. Synthesis and beta-adrenergic blocking activity of a series of binary (aryloxy)propanolamines.

9. Stereoisomers of ketoconazole: preparation and biological activity.

10. Dinuclear zinc-catalyzed asymmetric desymmetrization of acyclic 2-substituted-1,3-propanediols: a powerful entry into chiral building blocks.

1. Practical silyl protection of ribonucleosides.

2. Dynamic kinetic resolution of transient hemiketals: a strategy for the desymmetrisation of prochiral oxetanols.

Review 3. Synthesis of 5'-O-DMT-2'-O-TBS Mononucleosides Using an Organic Catalyst.

4. Distal-selective hydroformylation using scaffolding catalysis.

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