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Organocatalytic Transannular Approach to Stereodefined Bicyclo[3.1.0]hexanes
(American Chemical Society, 2018-03-12)
A diastereodivergent approach to highly substituted bicyclo[3.1.0]hexanes has been developed through a transannular alkylation reaction that builds up the bicyclic core employing asymmetric organocatalysis as the tool for ...
Kinetic Resolution of Secondary Allyl Boronates and Their Application in the Synthesis of Homoallylic Amines
(Wiley-VCH, 2018-09-02)
Highly enantioenriched, chromatographically-stable secondary allyl boronates featuring a 1,1,2,2-tetraethyl-1,2-ethanediol fragment (Epin) were obtained by kinetic resolution of their racemic mixtures. The Epin group at ...
Carboxylates as Nucleophiles in the Enantioselective Ring-Opening of Formylcyclopropanes under IminiumIon Catalysis
(Wiley-VCH, 2018-04-12)
In this work, carboxylic acids, which are typically regarded as poor nucleophiles, are demonstrated to be competent reagents to promote the ring-opening of formylcyclopropanes after activation of the latter through iminium ...
Catalytic Enantioselective Cloke–Wilson Rearrangement
(Wiley-VCH, 2018-05-09)
Racemic cyclopropyl ketones undergo enantioselective rearrangement to deliver the corresponding dihydrofurans in the presence of a chiral phosphoric acid as the catalyst. The reaction involves activation of the donor-acceptor ...
Ion-pairing catalysis in the enantioselective addition of hydrazones to N-acyldihydropyrrole derivatives
(Royal Society of Chemistry, 2018-07-16)
We have demonstrated that dihydropyrrole-based enamide derivatives can act as efficient precursors of chiral quaternary N-acyliminium salts under Brønsted acid catalysis that undergo reactions with hydrazones, the latter ...