Oxetanes: recent advances in synthesis, reactivity, and medicinal chemistry

JA Bull, RA Croft, OA Davis, R Doran… - Chemical …, 2016 - ACS Publications
The four-membered oxetane ring has been increasingly exploited for its contrasting
behaviors: its influence on physicochemical properties as a stable motif in medicinal …

Mixed AggregAte (MAA): A single concept for all dipolar organometallic aggregates. 2. Syntheses and reactivities of homo/heteroMAAs

F Mongin, A Harrison-Marchand - Chemical Reviews, 2013 - ACS Publications
Mixing two organometallic reagents leads to synergic mixed aggregates or ate complexes
for which we suggest (as well as for oligomers) the name “Mixed AggregAte” or MAA. The …

Visible light–mediated aza Paternò–Büchi reaction of acyclic oximes and alkenes to azetidines

ER Wearing, YC Yeh, GG Terrones, SG Parikh… - Science, 2024 - science.org
The aza Paternò–Büchi reaction is a [2+ 2]-cycloaddition reaction between imines and
alkenes that produces azetidines, four-membered nitrogen-containing heterocycles …

Studies towards the total synthesis of palau'amine. Formation of 4, 5-dihydropyrrole-2-carboxylate intermediates by alkene–enamide ring-closing metathesis

JD Katz, LE Overman - Tetrahedron, 2004 - Elsevier
A highly functionalized 4, 5-dihydropyrrole-2-carboxylate is assembled by alkene–enamide
ring-closing metathesis. Subsequent intramolecular azomethine imine dipolar cycloaddition …

Recent developments in the chemistry of lithiated epoxides

DM Hodgson, E Gras - Synthesis, 2002 - thieme-connect.com
Although the lithium base-induced β-elimination of epoxides to allylic alcohols is a well-
known reaction, α-lithiation has also been described many times. The resulting lithiated …

Regio-and Diastereoselective Synthesis of 2-Arylazetidines: Quantum Chemical Explanation of Baldwin's Rules for the Ring-Formation Reactions of Oxiranes

E Kovács, F Faigl, Z Mucsi - The Journal of Organic Chemistry, 2020 - ACS Publications
A general, scalable two-step regio-and diastereoselective method has been described for
the synthesis of versatile alkaloid-type azetidines from simple building blocks with excellent …

Synthesis of Nearly Enantiopure Allylic Amines by Aza‐Claisen Rearrangement of Z‐Configured Allylic Trifluoroacetimidates Catalyzed by Highly Active …

S Jautze, P Seiler, R Peters - Chemistry–A European Journal, 2008 - Wiley Online Library
The development of the first highly active enantioselective catalyst for the aza‐Claisen
rearrangement of Z‐configured allylic trifluoroacetimidates generating valuable almost …

Enantioselective iridium-catalyzed allylic aminations of allylic carbonates with functionalized side chains. Asymmetric total synthesis of (S)-vigabatrin

C Gnamm, G Franck, N Miller, T Stork, K Broedner… - …, 2008 - thieme-connect.com
Iridium-catalyzed aminations of allylic carbonates containing a variety of O-functional groups
have been explored. High degrees of regio-as well as enantioselectivity were achieved with …

Base-promoted elaboration of aziridines

A Mordini, F Russo, M Valacchi, L Zani… - Tetrahedron, 2002 - Elsevier
The base-promoted isomerization of aziridines to allyl amines is still an almost unknown
reaction. However, the use of superbasic reagents has shown to be able to promote a regio …

Harnessing the chemical activation inherent to carrier protein-bound thioesters for the characterization of lipopeptide fatty acid tailoring enzymes

F Kopp, U Linne, M Oberthür… - Journal of the American …, 2008 - ACS Publications
Here, we report a new experimental approach utilizing an amide ligation reaction for the
characterization of acyl carrier protein (ACP)-bound reaction intermediates, which are …