Structural diversity of bicyclic amino acids

A Trabocchi, D Scarpi, A Guarna - Amino acids, 2008 - Springer
Over the years biomedical research has been constantly oriented towards the development
of new therapeutics based on bioactive peptides and their analogues. In particular, the …

2-Azanorbornane–a versatile chiral aza-Diels–Alder cycloadduct: preparation, applications in stereoselective synthesis and biological activity

E Wojaczyńska, J Wojaczyński, K Kleniewska… - Organic & …, 2015 - pubs.rsc.org
2-Azanorbornane – a versatile chiral aza-Diels–Alder cycloadduct: preparation, applications in
stereoselective synthesis and biological activity - Organic & Biomolecular Chemistry (RSC …

Photochemical in-flow synthesis of 2, 4-methanopyrrolidines: pyrrolidine analogues with improved water solubility and reduced lipophilicity

VV Levterov, O Michurin, PO Borysko… - The Journal of …, 2018 - ACS Publications
A practical synthesis of 2, 4-methanopyrrolidines was elaborated. The key synthetic step
was an intramolecular photochemical [2+ 2]-cycloaddition of an acrylic acid derivative in …

The catalytic asymmetric α‐benzylation of aldehydes

B List, I Čorić, OO Grygorenko, PSJ Kaib… - Angewandte Chemie …, 2014 - Wiley Online Library
The first aminocatalyzed α‐alkylation of α‐branched aldehydes with benzyl bromides as
alkylating agents has been developed. Using a sterically demanding proline derived …

Carbamoyl Radical‐Mediated Synthesis and Semipinacol Rearrangement of β‐Lactam Diols

M Betou, L Male, JW Steed… - Chemistry–A European …, 2014 - Wiley Online Library
In an approach to the biologically important 6‐azabicyclo [3.2. 1] octane ring system, the
scope of the tandem 4‐exo‐trig carbamoyl radical cyclization—dithiocarbamate group …

4-Fluoro-2, 4-methanoproline

AN Tkachenko, DS Radchenko, PK Mykhailiuk… - Organic …, 2009 - ACS Publications
The first fluorinated analogue of the naturally occurring 2, 4-methanoproline, 4-fluoro-2, 4-
methanoproline, has been synthesized in five steps from commercially available methyl 2 …

Conformationally restricted nonchiral pipecolic acid analogues

DS Radchenko, N Kopylova… - The Journal of …, 2009 - ACS Publications
Practical syntheses of 2-azabicyclo [3.1. 1] heptane-1-carboxylic (2, 4-methanopipecolic), 2-
azabicyclo [2.2. 2] octane-1-carboxylic (2, 5-ethanopipecolic), and 9-azabicyclo [3.3. 1] …

Synthesis of saturated nitrogen heterocycles by Strecker reaction–nucleophilic cyclization

OO Grygorenko - Tetrahedron Letters, 2020 - Elsevier
Approaches to α-cyanopyrrolidines,-piperidines, and-azepanes, as well as their bi-and
polycyclic analogues are surveyed, which are based on Strecker reaction–intramolecular …

Intramolecular functional group differentiation as a strategy for the synthesis of bridged bicyclic β-amino acids

AV Tymtsunik, SO Kokhan, YM Ivon, IV Komarov… - RSC …, 2016 - pubs.rsc.org
Differentiation of identical electrophilic functional groups (carboxylates) by a strategically
placed internal nucleophile (an amino group) in cyclic precursors was used as a key general …

4‐(Di‐/Trifluoromethyl)‐2‐heterabicyclo [2.1. 1] hexanes: Advanced Fluorinated Phenyl Isosteres and Proline analogues

AA Homon, OV Hryshchuk… - European Journal of …, 2021 - Wiley Online Library
A gram‐scale synthesis, physico‐chemical characterization, and lead‐likeness assessment
of 4‐di/trifluoromethyl‐2‐heterabicyclo [2.1. 1] hexanes as fluorinated bicyclic proline …