Contemporary approaches for amide bond formation

P Acosta‐Guzmán, A Ojeda‐Porras… - Advanced Synthesis …, 2023 - Wiley Online Library
Amide bond construction has garnered significant interest in recent decades due to amides
being one of the most prevalent functional groups among bioactive molecules. Out of the …

Iridium‐Catalyzed Enantioselective and Chemodivergent Allenylic Alkylation of Vinyl Azides for the Synthesis of α‐Allenylic Amides and Ketones

A Chakrabarty, S Mukherjee - … Chemie International Edition, 2022 - Wiley Online Library
The first enantioselective synthesis of α‐allenylic amides and ketones through allenylic
alkylation of vinyl azides is reported. In these chemodivergent reactions, cooperatively …

Asymmetric catalytic alkylation of vinyl azides with 3-bromo oxindoles: water-assisted chemo-and enantiocontrol

Z Zhong, L Ning, Y Lu, J Tan, L Lin, X Feng - Science China Chemistry, 2023 - Springer
A highly chemo-and enantioselective alkylation of vinyl azides with 3-bromo-3-substituted
oxindoles was achieved through a chiral N, N′-dioxide/Ni (OTf) 2-mediated conjugate …

Iridium-Catalyzed Enantioselective α-Allylic Alkylation of Amides Using Vinyl Azide as Amide Enolate Surrogate

A Chakrabarty, S Mukherjee - Organic Letters, 2020 - ACS Publications
Among the unstabilized enolates used as nucleophiles in iridium-catalyzed asymmetric
allylic alkylation reactions, amide enolates are the least explored. Vinyl azides are now …

[HTML][HTML] Catalytic asymmetric synthesis of 3, 2′-pyrrolinyl spirooxindoles via conjugate addition/Schmidt-type rearrangement of vinyl azides and (E)-alkenyloxindoles

Z Zhong, Z Xiao, X Liu, W Cao, X Feng - Chemical Science, 2020 - pubs.rsc.org
A catalytic asymmetric conjugate addition/Schmidt-type rearrangement of vinyl azides and
(E)-alkenyloxindoles was realized. It afforded a variety of optically active 3, 2′-pyrrolinyl …

Facile synthesis of 2-substituted benzofurans by intermolecular [3+ 2] cycloaddition of benzoquinone and vinyl azides under air

P Sun, X Yu, F Wei - Tetrahedron, 2024 - Elsevier
The development of a transition-metal-catalyzed [3+ 2] cycloaddition for one-pot synthesis of
2-substituted benzofurans from vinyl azides and benzoquinone is reported. This reaction …

Chiral phosphoric acid catalyzed enantioselective [4+ 2] cycloaddition reaction of α-fluorostyrenes with imines

J Kikuchi, H Ye, M Terada - Organic Letters, 2020 - ACS Publications
An enantioselective [4+ 2] cycloaddition reaction of α-fluorostyrenes with N-benzoyl imines
was demonstrated using a chiral phosphoric acid catalyst. Cycloaddition products having …

ASYMMETRIC ACID ORGANOCATALYSIS

T Akiyama - Catalytic Asymmetric Synthesis, 2022 - Wiley Online Library
Chiral acid organocatalysts including hydrogen bond catalysts and chiral Brønsted acids
surged after 2000. Recent progress in the chiral Brønsted acid catalysis mainly after 2010 is …

Ir-Catalyzed Chemodivergent Allenylic Alkylation of Vinyl Az-ides: Highly Enantioselective Synthesis of α-Allenylic Amides and Ketones

A Chakrabarty, S Mukherjee - 2021 - chemrxiv.org
Enantioselective allenylic alkylation reactions of unstabilized enolates have never been
reported. We now present a unified fragment-coupling strategy for the first enantioselective …

Iridium-Catalyzed Asymmetric α-Allylic Alkylation of Amides using Vinyl Azide as Amide Enolate Surrogate

A Chakrabarty, S Mukherjee - 2020 - chemrxiv.org
Among the unstabilized enolates used as nucleophile in iridium-catalyzed asymmetric allylic
alkylation reactions, amide enolates are least explored. Vinyl azides are now employed as …