Unknown

Dataset Information

0

Catalytic, Enantioselective Synthesis of Allenyl Boronates.

ABSTRACT: A method to achieve enantioselective 1,4-hydroboration of terminal enynes to access allenyl boronates under CuH catalysis is described. The reaction typically proceeds in a highly stereoselective manner and tolerates an array of synthetically useful functional groups. The utility of the enantioenriched allenyl boronate products is demonstrated through several representative downstream derivatizations.

SUBMITTER: Gao DW 

PROVIDER: S-EPMC6364988 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Catalytic, Enantioselective Synthesis of Allenyl Boronates.

Gao De-Wei DW   Xiao Yiyang Y   Liu Mingyu M   Liu Zhen Z   Karunananda Malkanthi K MK   Chen Jason S JS   Engle Keary M KM  

ACS catalysis 20180321 4

A method to achieve enantioselective 1,4-hydroboration of terminal enynes to access allenyl boronates under CuH catalysis is described. The reaction typically proceeds in a highly stereoselective manner and tolerates an array of synthetically useful functional groups. The utility of the enantioenriched allenyl boronate products is demonstrated through several representative downstream derivatizations. ...[more]

Similar Datasets

Unknown Copper-Hydride-Catalyzed Enantioselective Processes with Allenyl Boronates. Mechanistic Nuances, Scope, and Utility in Target-Oriented Synthesis.
| S-EPMC6906746 | biostudies-literature
Unknown Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives.
| S-EPMC6707873 | biostudies-literature
Unknown Catalytic Enantioselective Synthesis of β-Allenyl Boronic Esters by Conjunctive Cross-Coupling with Propargylic Carbonates.
| S-EPMC7943035 | biostudies-literature
Unknown Catalytic Borylative Opening of Propargyl Cyclopropane, Epoxide, Aziridine, and Oxetane Substrates: Ligand Controlled Synthesis of Allenyl Boronates and Alkenyl Diboronates.
| S-EPMC4736465 | biostudies-literature
Unknown Catalytic enantioselective one-pot aminoborylation of aldehydes: a strategy for construction of nonracemic ?-amino boronates.
| S-EPMC3752158 | biostudies-literature
Unknown Enantioselective Synthesis of Trisubstituted Allenyl-B(pin) Compounds by Phosphine-Cu-Catalyzed 1,3-Enyne Hydroboration. Insights Regarding Stereochemical Integrity of Cu-Allenyl Intermediates.
| S-EPMC6019291 | biostudies-literature
Unknown Catalytic enantioselective synthesis of 2-aryl-chromenes.
| S-EPMC4334165 | biostudies-literature
Unknown Catalytic enantioselective total synthesis of (+)-eucomic acid.
| S-EPMC4986999 | biostudies-literature
Unknown Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides.
| S-EPMC7537710 | biostudies-literature
Unknown Copper-Catalyzed Borylative Aromatization of <i>p</i>-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates.
| S-EPMC4831668 | biostudies-literature