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Dive into the research topics where Harald Weinstabl is active.

Publication


Featured researches published by Harald Weinstabl.


Angewandte Chemie | 2013

Total Synthesis of (+)‐Linoxepin by Utilizing the Catellani Reaction

Harald Weinstabl; Marcel Suhartono; Zafar Qureshi; Mark Lautens

Lignans are a diverse class of plant-derived natural products belonging to the phytooestrogen family. They have long been used as herbal remedies for pain, rheumatoid arthritis, and warts.1 However, more recently, lignans exhibiting immunosuppressive activity, tumor growth inhibition, and anti-fungal properties have been used in disease therapy, such as the anticancer agent etoposide.2


Angewandte Chemie | 2014

Additive Effects in the Palladium-Catalyzed Carboiodination of Chiral N-Allyl Carboxamides†

David A. Petrone; Hyung Yoon; Harald Weinstabl; Mark Lautens

The use of Pd catalysis as a means to synthesize organic halides has recently received increased attention. Among the reported methods is the Pd-catalyzed carboiodination, which uses extremely bulky ligands to facilitate carbon-halogen reductive elimination from Pd(II) as the key catalytic step. When approaching substrates exhibiting low stereoselectivity, catalyst troubleshooting becomes difficult as there are few ligands known to promote the key reductive elimination. Herein, we present our finding that tertiary amines act as weakly coordinating ligands which significantly enhance diastereoselectivity in the Pd/QPhos-catalyzed carboiodination of chiral N-allyl carboxamides. This methodology allows efficient access to enantioenriched and densely functionalized dihydroisoquinolinones, and has been applied toward the asymmetric formal synthesis of (+)-corynoline.


Angewandte Chemie | 2014

Intermolecular Domino Reaction of Two Aryl Iodides Involving Two CH Functionalizations

Marcel Sickert; Harald Weinstabl; Brendan Peters; Xiao Hou; Mark Lautens

A palladium-catalyzed intermolecular cross-coupling of two aryl iodides is reported, giving polycyclic ring systems with a high level of convergence and efficiency.


Synfacts | 2013

Chiral Cyclopentadiene Ligands for the Asymmetric Allylation of Benzamides

Mark Lautens; Harald Weinstabl

Significance: A class of chiral Cp ligands with tuneable steric parameters is reported and used in the Rh(III)-catalyzed allylation of N-methoxybenzamides. The obtained yields are good and the enantioselectivities excellent. Comment: Cyclopentadienyl (Cp) ligands are among the most versatile and frequently used ligands to access robust and highly catalytically active transition-metal complexes. However, there are only a few chiral Cp ligands reported so far. OMe


European Journal of Organic Chemistry | 2014

Application of the Palladium‐Catalysed Norbornene‐Assisted Catellani Reaction Towards the Total Synthesis of (+)‐Linoxepin and Isolinoxepin

Zafar Qureshi; Harald Weinstabl; Marcel Suhartono; Hongqiang Liu; Pierre Thesmar; Mark Lautens


Synfacts | 2013

Copper-Catalyzed Asymmetric Synthesis of Piperidines by a [6+3] Cycloaddition

Mark Lautens; Harald Weinstabl


Synfacts | 2013

Platinum-Catalyzed Enantioselective Cationic Cyclization and Fluorination

Mark Lautens; Harald Weinstabl


Synfacts | 2013

Ion-Paired Ligands for the Asymmetric Allylation of Benzofuran-2(3H)-ones

Mark Lautens; Harald Weinstabl


Synfacts | 2013

Copper-Catalyzed Propargylic Amination with Primary and Secondary Amines

Mark Lautens; Harald Weinstabl


Synfacts | 2013

Cobalt-Mediated Asymmetric 1,6-Alkyne Addition to Conjugated Carbonyls

Mark Lautens; Harald Weinstabl

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Xiao Hou

University of Toronto

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