Unknown

Dataset Information

0

Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes.

ABSTRACT: A series of enantiopure (R)-adamantyl 1,1'-binaphthalene-2,2'-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6'-tri(adamantan-1-yl)-[1,1'-binaphthalene]-2,2'-diol ligand, (R)-(2)-Ti, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee).

SUBMITTER: Navarro R 

PROVIDER: S-EPMC6641534 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes.

Navarro Rodrigo R   Monterde Cristina C   Iglesias Marta M   Sánchez Félix F  

ACS omega 20180130 1

A series of enantiopure (<i>R</i>)-adamantyl 1,1'-binaphthalene-2,2'-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (<i>R</i>)-3,6,6'-tri(adamantan-1-yl)-[1,1'-binaphthalene]-2,2'-diol ligand, <b>(<i>R</i>)-(2)-Ti</b>, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee). ...[more]

Similar Datasets

Unknown Direct, enantioselective ?-alkylation of aldehydes using simple olefins.
| S-EPMC5665178 | biostudies-literature
Unknown Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.
| S-EPMC5984189 | biostudies-literature
Unknown Enantioselective catalytic alpha-alkylation of aldehydes via an SN1 pathway.
| S-EPMC2909636 | biostudies-literature
Unknown Cobalt(III) Werner Complexes with 1,2-Diphenylethylenediamine Ligands: Readily Available, Inexpensive, and Modular Chiral Hydrogen Bond Donor Catalysts for Enantioselective Organic Synthesis.
| S-EPMC4827665 | biostudies-literature
Unknown Scaffolding catalysts: highly enantioselective desymmetrization reactions.
| S-EPMC3366164 | biostudies-literature
Unknown Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid.
| S-EPMC3629027 | biostudies-literature
Unknown Highly efficient molybdenum-based catalysts for enantioselective alkene metathesis.
| S-EPMC2663850 | biostudies-literature
Unknown Mechanistic Studies Inform Design of Improved Ti(salen) Catalysts for Enantioselective [3 + 2] Cycloaddition.
| S-EPMC7951186 | biostudies-literature
Unknown Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes.
| S-EPMC4548807 | biostudies-literature
Unknown Highly diastereoselective and enantioselective olefin cyclopropanation using engineered myoglobin-based catalysts.
| S-EPMC4470557 | biostudies-literature