0000000000789945

AUTHOR

Norio Shibata

0000-0002-3742-4064

showing 2 related works from this author

Pentafluoroethylation of Carbonyl Compounds by HFC-125 via the Encapsulation of the K Cation with Glymes

2021

A simple protocol to overcome the explosive pentafluoroethylation of carbonyl compounds by HFC-125 is described. The use of potassium (K) bases with triglyme or tetraglyme as a solvent safely yield...

Solventchemistry010405 organic chemistryPotassiumYield (chemistry)Organic ChemistryPolymer chemistrychemistry.chemical_element010402 general chemistry01 natural sciences0104 chemical sciencesEncapsulation (networking)The Journal of Organic Chemistry
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Diastereoselective Synthesis of Enantioenriched Trifluoromethylated Ethylenediamines and Isoindolines Containing Two Stereogenic Carbon Centers by Nu…

2020

Fluoroform, HFC-23, is an industrial byproduct from the synthesis of polytetrafluoroethylene and is a vastly underused resource; however, its physicochemical properties have hindered progress toward synthetic uses. Herein, we describe the use of HFC-23 as a cheap trifluoromethylating agent in two reactions for the highly diastereoselective synthesis of medicinally attractive chiral amines with two stereogenic carbon centers: a base-dependent, stereodivergent nucleophilic addition to synthesize enantioenriched vicinal diamines and a tandem nucleophilic addition/aza-Michael sequence toward enantioenriched isoindolines.

chemistry.chemical_compoundNucleophilic additionNucleophilechemistryFluoroformTrifluoromethylationOrganic ChemistryEthylenediamineschemistry.chemical_elementCarbonCombinatorial chemistryStereocenterThe Journal of organic chemistry
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