Spirocyclic scaffolds in medicinal chemistry

K Hiesinger, D Dar'in, E Proschak… - Journal of Medicinal …, 2020 - ACS Publications
Spirocyclic scaffolds are incorporated in various approved drugs and drug candidates. The
increasing interest in less planar bioactive compounds has given rise to the development of …

Electrochemical dearomative spirocyclization

N Li, Z Shi, WZ Wang, Y Yuan… - Chemistry–An Asian …, 2023 - Wiley Online Library
Electrochemical dearomative spirocyclization serves as a green and sustainable approach
to convert the flat, two‐dimension aromatic feedstock into the value‐added three‐dimension …

Access to 5, 6-spirocycles bearing three contiguous stereocenters via Pd-catalyzed stereoselective [4+ 2] cycloaddition of azadienes

SN Fairuz Binte Sheikh Ismail, B Yang, Y Zhao - Organic Letters, 2021 - ACS Publications
We present herein a highly diastereo-and enantioselective Pd-catalyzed [4+ 2] cycloaddition
of benzofuran-derived azadienes with vinyl benzoxazinanones, which represents a rare …

Proteomic Ligandability Maps of Spirocycle Acrylamide Stereoprobes Identify Covalent ERCC3 Degraders

Z Liu, JR Remsberg, H Li, E Njomen… - Journal of the …, 2024 - ACS Publications
Covalent chemistry coupled with activity-based protein profiling (ABPP) offers a versatile
way to discover ligands for proteins in native biological systems. Here, we describe a set of …

Spiroindoles as intermediates/products in transition metal-catalyzed dearomatization of indoles

F Buttard, X Guinchard - ACS Catalysis, 2023 - ACS Publications
Spirocyclic indole derivatives are fascinating tridimensional molecular scaffolds from both a
synthetic and a biological point of view. Among the many strategies developed to access …

CAN-Promoted Thiolative ipso-Annulation of Unactivated N-Benzyl Acrylamides: Access to SCN/SCF3/SO2Ar Containing Azaspirocycles

CR Reddy, U Ajaykumar, DH Kolgave… - The Journal of Organic …, 2023 - ACS Publications
A variety of acrylamides holding an unactivated N-benzyl group underwent dearomative
ipso-cyclization induced by sulfur-centered radicals (SCN/SCF3/SO2Ar) in the presence of …

Electrophilic Spirocyclization of a 2‐Biphenylacetylene via Conformational Fixing within a Hollow‐Cage Host

H Takezawa, Y Fujii, T Murase, M Fujita - Angewandte Chemie, 2022 - Wiley Online Library
A 2‐biphenylacetylene was fixed into a specific conformation within the confined cavity of a
hollow cage, where it underwent a regioselective spirocyclization in the presence of an …

Modern trends in the in vitro production and use of callus, suspension cells and root cultures of medicinal plants

O Babich, S Sukhikh, A Pungin, S Ivanova, L Asyakina… - Molecules, 2020 - mdpi.com
This paper studies modern methods of producing and using callus, suspension cells and
root cultures of medicinal plants in vitro. A new solution for natural product production is the …

Catalytic Asymmetric Spirocyclizing Diels–Alder Reactions of Enones: Stereoselective Total and Formal Syntheses of α-Chamigrene, β-Chamigrene, Laurencenone C …

S Ghosh, JE Erchinger, R Maji… - Journal of the American …, 2022 - ACS Publications
We disclose a general catalytic enantioselective Diels–Alder reaction of exo-enones with
dienes to give spirocyclanes. The obtained products feature highly congested quaternary …

Expanding the Cation Cage: Squalene-Hopene Cyclase-Mediated Enantioselective Semipinacol Rearrangement

A Schneider, J Ruppert, TB Lystbæk, S Bastian… - ACS …, 2023 - ACS Publications
Squalene-hopene cyclases (SHCs) are the biocatalytic pendant to asymmetric Brønsted-
acid catalysis and thus comprise enormous synthetic potential. Nevertheless, their substrate …