Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications

CC Lynch, A Sripada, C Wolf - Chemical Society Reviews, 2020 - pubs.rsc.org
Ynamides are among the most powerful building blocks in organic synthesis and have
become invaluable starting materials for the construction of multifunctional compounds and …

Terminal ynamides: synthesis, coupling reactions, and additions to common electrophiles

AM Cook, C Wolf - Tetrahedron letters, 2015 - Elsevier
Ynamides consist of a polarized triple bond that is directly attached to a nitrogen atom
carrying a sulfonyl, an alkoxycarbonyl, an acyl, or another electron withdrawing group. The …

Synthetic approach toward enantiopure cyclic sulfinamides

G Jersovs, M Bojars, PA Donets, E Suna - Organic Letters, 2022 - ACS Publications
A synthetic approach toward densely substituted enantiopure cyclic sulfinamides
possessing up to four consecutive stereogenic centers was developed based on a …

Catalytic enantioselective ynamide additions to isatins: Concise access to oxindole alkaloids

M Moskowitz, C Wolf - Angewandte Chemie, 2019 - Wiley Online Library
The highly enantioselective addition of terminal ynamides to a variety of isatins, catalyzed by
a bisoxazolidine copper complex under mild, base‐free reaction conditions, is described …

Accessing Enantiopure Endocyclic Sulfoximines Through Catalytic Cycloisomerization of Oxygenated Propargyl‐Sulfinamides

P Cividino, C Verrier, C Philouze… - Advanced Synthesis …, 2019 - Wiley Online Library
In this study, a novel strategy to access endocyclic sulfoximines in an enantiopure form is
reported. The approach is based on a silver nitrate‐catalyzed cyclo‐isomerization reaction …

A silver (I)-catalyzed intramolecular Ficini's [2+ 2] cycloaddition employing ynamides

XN Wang, ZX Ma, J Deng, RP Hsung - Tetrahedron letters, 2015 - Elsevier
Abstract An intramolecular [2+ 2] cycloaddition using N-sulfonyl substituted ynamides
tethered to an enone motif is described here. This thermally driven [2+ 2] cycloaddition …

Studies on the asymmetric synthesis of pandamarilactonines: an unexpected syn-selective vinylogous Mannich reaction of N-tert-butanesulfinimines

JL Ye, YF Zhang, Y Liu, JY Zhang, YP Ruan… - Organic Chemistry …, 2015 - pubs.rsc.org
The synthesis of pandamarilactonines in high enantiopurity is challenging due to the
configurational instability of the pyrrolidin-2-yl butenolide moiety present in these alkaloids …

[PDF][PDF] Synthesis of Ynamides by Copper-Mediated Coupling of 1, 1-Dibromo-1-alkenes with Nitrogen Nucleophiles. Preparation of 4-Methyl-N-(2-phenylethynyl)-N …

C Theunissen, P Thilmany, M Lahboubi, N Blanchard… - Org. Synth, 2019 - orgsyn.org
Org. Synth. 2019, 96, 195-213 X DOI: 10.15227/orgsyn. 096.0195 196 character of the
nitrogen atom strongly polarizes the carbon–carbon triple bond, which can furnish …

Synthesis of propargylamines and derivatives through copper catalysis using modified zeolites

F Schlimpen - 2022 - theses.hal.science
Propargylamines are versatile compounds of great synthetic and therapeutic interest with
diverse ap-plications as versatile synthetic intermediates and as lead structures in drug …

Synthesis of Ynamides

M Lahboubi, G Evano - The Chemistry of Ynamides, 2024 - taylorfrancis.com
Over the past 20 years, ynamides have clearly emerged as versatile building blocks in
organic synthesis allowing the construction of various nitrogen-containing molecules with …