Author
Timothy A. Heffner
Bio: Timothy A. Heffner is an academic researcher from University of Pittsburgh. The author has contributed to research in topics: Cycloaddition & Asymmetric induction. The author has an hindex of 5, co-authored 10 publications receiving 389 citations.
Papers
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TL;DR: In this paper, the cycloadditive strategy complements existing asymmetric aldol routes to such functional groups, such as β,γ-dihydroxy ketones, alcohols, and 1,2-and 1,3-diols.
Abstract: Syntheses of the three title natural products are used to illustrate that optically pure isoxazolines can be transformed into a wide variety of functional groups including β,γ-dihydroxy ketones, alcohols, 1,2- and 1,3-diols, 1,3,4-triols, 1,3-amino alcohols, and 1,3,4-amino diols. It is suggested that this cycloadditive strategy complements existing asymmetric aldol routes to such functionality
112 citations
TL;DR: Good diastereoselectivity is reported in the cycloaddition reactions of Oppolzer's chiral sultam with nitrile oxides as mentioned in this paper, and a model is proposed which may apply to other non Lewis acid promoted reactions of this sULTam.
109 citations
96 citations
TL;DR: In this article, le groupe acryloyl-1 trimethyl-3,4a,6 perhydro] methano-3.6 naphtyridine-1,8 diones-2,7 ont ete utilisees en tant qu'auxiliaires chiraux de cycloadditions de l'oxyde de benzonitrile avec le grouppe acryyloyl
Abstract: Des [acryloyl-1 trimethyl-3,4a,6 perhydro] methano-3,6 naphtyridine-1,8 diones-2,7 ont ete utilisees en tant qu'auxiliaires chiraux de cycloadditions de l'oxyde de benzonitrile avec le groupe acryloyl
58 citations
TL;DR: In this article, pseudoenantiomeric bis lactam chiral auxiliaries are introduced for use in asymmetric nitrile oxide cycloaddition reactions with derived acrylimides.
20 citations
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324 citations
TL;DR: Copper sees the light of day: [Cu(dap)(2)Cl] proved to be an excellent photoredox catalyst for atom-transfer radical addition reactions, as well as for allylation reactions, providing an attractive alternative to commonly used iridium- and ruthenium-based catalysts.
Abstract: Copper sees the light of day: [Cu(dap)(2)Cl] proved to be an excellent photoredox catalyst for atom-transfer radical addition reactions, as well as for allylation reactions (see scheme), providing an attractive alternative to commonly used iridium- and ruthenium-based catalysts.
260 citations
TL;DR: This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol.
Abstract: This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides. The use of chiral acrylamides as dipolarophiles leads to high levels of stereocontrol, due to conformational constraint in the acrylamides. Employment of chiral tertiary acrylamides containing nitrogen heterocycles is particularly effective in controlling the stereoselectivity. Following a general overview of 1,3-dipolar cycloadditions, the main body of the review focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol (215 references).
234 citations