Piperidine derivatives: recent advances in synthesis and pharmacological applications

NA Frolov, AN Vereshchagin - International Journal of Molecular Sciences, 2023 - mdpi.com
Piperidines are among the most important synthetic fragments for designing drugs and play
a significant role in the pharmaceutical industry. Their derivatives are present in more than …

Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

IV Alabugin, L Kuhn, MG Medvedev… - Chemical Society …, 2021 - pubs.rsc.org
Although carbon is the central element of organic chemistry, oxygen is the central element of
stereoelectronic control in organic chemistry. Generally, a molecule with a C–O bond has …

Electrocatalytic access to azetidines via intramolecular allylic hydroamination: scrutinizing key oxidation steps through electrochemical kinetic analysis

SH Park, G Bae, A Choi, S Shin, K Shin… - Journal of the …, 2023 - ACS Publications
Azetidines are prominent structural scaffolds in bioactive molecules, medicinal chemistry,
and ligand design for transition metals. However, state-of-the-art methods cannot be applied …

Engineered enzymes for the synthesis of pharmaceuticals and other high-value products

MT Reetz, G Qu, Z Sun - Nature Synthesis, 2024 - nature.com
Catalysis has a central role in organic synthetic methodology, especially in stereoselective
reactions. In many reactions, enantioselectivity is made possible through the use of chiral …

Design principles of the use of alkynes in radical cascades

C Hu, J Mena, IV Alabugin - Nature Reviews Chemistry, 2023 - nature.com
One of the simplest organic functional groups, the alkyne, offers a broad canvas for the
design of cascade transformations in which up to three new bonds can be added to each of …

A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides

C Jacob, H Baguia, A Dubart, S Oger… - Nature …, 2022 - nature.com
A general anti-Baldwin radical 4-exo-dig cyclization from nitrogen-substituted alkynes is
reported. Upon reaction with a heteroleptic copper complex in the presence of an amine and …

Expanding Stereoelectronic Limits of endo-tet Cyclizations: Synthesis of Benz[b]azepines from Donor–Acceptor Cyclopropanes

AE Vartanova, AY Plodukhin… - Journal of the …, 2021 - ACS Publications
The importance of intramolecular constraints in cyclic transition-state geometries is
especially pronounced in n-endo-tet cyclizations, where the usual backside approach of a …

Hyperconjugation

IV Alabugin, G dos Passos Gomes… - Wiley Interdisciplinary …, 2019 - Wiley Online Library
This review outlines the role of hyperconjugative interactions in the structure and reactivity of
organic molecules. After defining the common hyperconjugative patterns, we discuss the …

Stereodivergent photobiocatalytic radical cyclization through the repurposing and directed evolution of fatty acid photodecarboxylases

S Ju, D Li, BK Mai, X Liu, A Vallota-Eastman, J Wu… - Nature Chemistry, 2024 - nature.com
Despite their intriguing photophysical and photochemical activities, naturally occurring
photoenzymes have not yet been repurposed for new-to-nature activities. Here we …

Rational enzyme design for enabling biocatalytic Baldwin cyclization and asymmetric synthesis of chiral heterocycles

JK Li, G Qu, X Li, Y Tian, C Cui, FG Zhang… - Nature …, 2022 - nature.com
Chiral heterocyclic compounds are needed for important medicinal applications. We report
an in silico strategy for the biocatalytic synthesis of chiral N-and O-heterocycles via Baldwin …