2-Oxabicyclo [2.2. 2] octane as a new bioisostere of the phenyl ring

VV Levterov, Y Panasiuk, K Sahun… - Nature …, 2023 - nature.com
The phenyl ring is a basic structural element in chemistry. Here, we show the design,
synthesis, and validation of its new saturated bioisostere with improved physicochemical …

Synthetic Advances in the C–H Activation of Rigid Scaffold Molecules

N Grover, MO Senge - Synthesis, 2020 - thieme-connect.com
The remarkable structural and electronic properties of rigid non-conjugated hydrocarbons
afford attractive opportunities to design molecular building blocks for both medicinal and …

Evolution of abiotic cubane chemistries in a nucleic acid aptamer allows selective recognition of a malaria biomarker

YW Cheung, P Röthlisberger, AE Mechaly… - Proceedings of the …, 2020 - pnas.org
Nucleic acid aptamers selected through systematic evolution of ligands by exponential
enrichment (SELEX) fold into exquisite globular structures in complex with protein targets …

A practical synthesis of 1, 3-disubstituted cubane derivatives

N Kazi, MC Aublette, SL Allinson… - Chemical …, 2023 - pubs.rsc.org
A robust multigram-scale synthesis of 1, 3-disubstituted cubanes (previously only available
on milligram-scale) is reported. The approach exploits a readily available enone …

Spiro [3.3] heptane as a saturated benzene bioisostere

K Prysiazhniuk, OP Datsenko… - Angewandte Chemie …, 2024 - Wiley Online Library
Abstract The spiro [3.3] heptane core, with the non‐coplanar exit vectors, was shown to be a
saturated benzene bioisostere. This scaffold was incorporated into the anticancer drug …

Decagram synthesis of dimethyl 1, 4-cubanedicarboxylate using continuous-flow photochemistry

DE Collin, EH Jackman, N Jouandon, W Sun… - …, 2021 - thieme-connect.com
The highly strained cubane system is of great interest as a scaffold and rigid linker in both
pharmaceutical and materials chemistry. A straightforward approach is reported for the scale …

Bicyclo [1.1. 1] pentane embedded in porphyrinoids

N Grover, M Cheveau, B Twamley… - Angewandte Chemie …, 2023 - Wiley Online Library
We report a two‐step approach to obtain synthetically versatile bicyclo [1.1. 1] pentane
(BCP) derivatives using Grignard reagents. This method allows the incorporation of BCP …

Photoinduced Diastereoselective Aminoalkylation of Cubanes

G Levitre, S Keess, GA Molander - Organic Letters, 2023 - ACS Publications
The unique properties of rigid, nonconjugated hydrocarbons provide many opportunities to
design molecular building blocks for a variety of applications, but the development of …

Catalytic Asymmetric Synthesis of 2, 6‐Disubstituted Cuneanes through Enantioselective Constitutional Isomerization of 1, 4‐Disubstituted Cubanes

H Takebe, S Matsubara - European Journal of Organic …, 2022 - Wiley Online Library
Disubstituted cuneane has potential as ap‐disubstituted benzene bioisostere and a novel
chiral scaffold. It is a constitutional isomer of a 1, 4‐disubstituted cubane obtained via a …