ArticleJournal of the American Chemical Society2012
Site-selective catalysis: toward a regiodivergent resolution of 1,2-diols.
Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Kinetic Resolution of BINOLs and Biphenols by Atroposelective, Cu-H-Catalyzed Si-O Coupling with Hydrosilanes.Organic letters · 2024Article
- Site-selective chemical reactions by on-water surface sequential assembly.Nature communications · 2023Article
- Parallel kinetic resolution of aziridinesChemical science · 2023Article
- Controlling the Site Selectivity in Acylations of Amphiphilic Diols: Directing the Reaction toward the Apolar Domain in a Model Diol and the Midecamycin AThe Journal of organic chemistry · 2022Article
- Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts.Angewandte Chemie (International ed. in English) · 2021Article
- Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis.Chemical science · 2018Article
- NHC Ligands Tailored for Simultaneous Regio- and Enantiocontrol in Nickel-Catalyzed Reductive Couplings.Journal of the American Chemical Society · 2017Article
- Regiodivergent Glycosylations of 6-Deoxy-erythronolide B and Oleandomycin-Derived Macrolactones Enabled by Chiral Acid Catalysis.Journal of the American Chemical Society · 2017Article
- Broad-spectrum kinetic resolution of alcohols enabled by Cu-H-catalysed dehydrogenative coupling with hydrosilanes.Nature communications · 2017Article
- Synthesis of 5'-O-DMT-2'-O-TBS Mononucleosides Using an Organic Catalyst.Current protocols in nucleic acid chemistry · 2014Review
- Distal-selective hydroformylation using scaffolding catalysis.Journal of the American Chemical Society · 2014Article
- Demonstration of redox potential of Metschnikowia koreensis for stereoinversion of secondary alcohols/1,2-diols.BioMed research international · 2014Article
- Resolution of terminal 1,2-diols via silyl transfer.The Journal of organic chemistry · 2013Article
- Practical silyl protection of ribonucleosides.Organic letters · 2013Article
- Site-selective reactions: Exploiting intramolecularity.Nature chemistry · 2013Article
- Catalyst recognition of cis-1,2-diols enables site-selective functionalization of complex molecules.Nature chemistry · 2013Article
- The efficient desymmetrization of glycerol using scaffolding catalysis.Chemical communications (Cambridge, England) · 2013Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
This paper demonstrates that the secondary hydroxyl can be functionalized in preference to the primary hydroxyl of a 1,2-diol. The site selectivity is achieved by using an enantioselective organic catalyst that is able to bond to the diol reversibly and covalently. The reaction has been parlayed into a divergent kinetic resolution on a racemic mixture, providing access to highly enantioenriched secondary-protected 1,2-diols in a single synthetic step.
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Registered trials
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