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Iridium(I)-Catalyzed Regio- and Enantioselective Allylic Amidation.
Ir(I)-catalyzed intermolecular allylic amidation of ethyl allylic carbonates with soft nitrogen nucleophiles under completely "salt-free" conditions is described. A combination of [Ir(COD)Cl](2), a… Expand
Synthesis of (.+-.)-Glaucine and (.+-.)-Neospirodienone via a One-Pot Bischler—Napieralski Reaction and Oxidative Coupling by a Hypervalent Iodine Reagent.
Iridium(I)-catalyzed regio- and enantioselective decarboxylative allylic amidation of substituted allyl benzyl imidodicarbonates.
The first Ir(I)-catalyzed decarboxylative allylic amidation of allyl benzyl imidodicarbonates is described. The reaction requires Ir(I), chiral phosphoramidite ligand, and DBU as well as proton… Expand
Iridium(I)-catalyzed stereospecific decarboxylative allylic amidation of chiral branched benzyl allyl imidodicarboxylates.
Ir(I)-catalyzed decarboxylative allylic amidation of chiral branched benzyl allyl imidodicarboxylates has been shown to proceed with complete retention of enantiomeric purity and configuration. The… Expand
A general methodology for the asymmetric synthesis of 1-deoxyiminosugars
A general methodology for the stereoselective synthesis of 1-deoxymannojirimycin and its three other stereoisomers is described. The achiral olefin 6 was converted through the common olefin… Expand
Oxazine formation by MsCl/Et3N as a convenient tool for the stereochemical interconversion of the hydroxyl group in N-acetyl 1,3-aminoalcohols. Asymmetric synthesis of N-acetyl l-xylo- and…
Abstract Use of MsCl/Et 3 N was proven to provide a convenient synthetic tool for the stereochemical intercoversion of the hydroxyl group in N -acetyl 1,3-aminoalcohols. Thus, under these conditions,… Expand
Development of more potent 4-dimethylaminopyridine analogues.
[reaction: see text] The syntheses of bicyclic diaminopyridines 3 and 4 and tricyclic triaminopyridines 5 and 6, two novel series of nucleophilic catalysts, are described. Arguments are made for… Expand
Tandem overman rearrangement and intramolecular amidomercuration reactions. stereocontrolled synthesis of cis- and trans-2,6-dialkylpiperidines.
[reaction: see text] Hg(II)-mediated tandem Overman rearrangement and intramolecular amidomercuration reactions were proven to provide a convenient tool for the stereoselective synthesis of cis- and… Expand
Conformationally restricted 4-dimethylaminopyridine (DMAP) analogs: synthesis and evaluation of catalytic effectiveness
The syntheses of a series of conformationally restricted 4-dimethylaminopyridine (DMAP) analogs 1-3 are described. Evaluations of catalyst effectiveness demonstrated that 1 was the best catalyst for… Expand
A FACILE METHOD FOR THE SYNTHESIS OF GLAUCINE AND NORGLAUCINE FROM BOLDINE
ABSTRACT A large-scale preparation of glaucine was achieved by reacting boldine with trimethylphenylammonium chloride and potassium t-butoxide in high yield. Treatment of glaucine with 30% H2O2,… Expand