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 …

[HTML][HTML] Stereoselective synthesis and applications of spirocyclic oxindoles

AJ Boddy, JA Bull - Organic Chemistry Frontiers, 2021 - pubs.rsc.org
The development of novel synthetic strategies to form new chemical entities in a
stereoselective manner is an ongoing significant objective in organic and medicinal …

Opportunities for tapping into three-dimensional chemical space through a quaternary carbon

TT Talele - Journal of Medicinal Chemistry, 2020 - ACS Publications
A quaternary carbon bears four other carbon substituents or combination of four non-
hydrogen substituents at four vertices of a tetrahedron. The spirocyclic quaternary carbon …

Enantio‐and Diastereodivergent Synthesis of Spirocycles through Dual‐Metal‐Catalyzed [3+ 2] Annulation of 2‐Vinyloxiranes with Nucleophilic Dipoles

Y Peng, X Huo, Y Luo, L Wu, W Zhang - Angewandte Chemie, 2021 - Wiley Online Library
The development of efficient and straightforward methods for obtaining all optically active
isomers of structurally rigid spirocycles from readily available starting materials is of great …

Transition-metal-catalyzed functionalization of alkynes with organoboron reagents: new trends, mechanistic insights, and applications

J Corpas, P Mauleon, RG Arrayás, JC Carretero - ACS Catalysis, 2021 - ACS Publications
Catalytic functionalization of alkynes with organoboron reagents provides a straightforward
access to stereochemically defined multisubstituted alkenes, which are structural motifs …

[HTML][HTML] [2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes

RC Epplin, S Paul, L Herter, C Salome… - Nature …, 2022 - nature.com
Aromatic ring isosteres and rigidified saturated hydrocarbons are important motifs to enable
drug discovery. Herein we disclose [2]-ladderanes as a class of meta-substituted aromatic …

Modular access to spiro-dihydroquinolines via scandium-catalyzed dearomative annulation of quinolines with alkynes

SJ Lou, G Luo, S Yamaguchi, K An… - Journal of the …, 2021 - ACS Publications
The catalytic enantioselective construction of three-dimensional molecular architectures
from planar aromatics such as quinolines is of great interest and importance from the …

[HTML][HTML] Expeditious entry into carbocyclic and heterocyclic spirooxindoles

M Ganesh, S Suraj - Organic & Biomolecular Chemistry, 2022 - pubs.rsc.org
Spirocyclic frameworks have attracted synthetic practitioners due to their unique three-
dimensional assembly, improved metabolic stability, solubility, and increased molecular …

Streamlined Synthesis of C(sp3)-Rich N-Heterospirocycles Enabled by Visible-Light-Mediated Photocatalysis

NJ Flodén, A Trowbridge, D Willcox… - Journal of the …, 2019 - ACS Publications
We report a general visible-light-mediated strategy that enables the construction of complex
C (sp3)-rich N-heterospirocycles from feedstock aliphatic ketones and aldehydes with a …

[HTML][HTML] Spirocyclic derivatives as antioxidants: A review

K Acosta-Quiroga, C Rojas-Pena, LS Nerio… - RSC …, 2021 - pubs.rsc.org
In recent years, spiro compounds have attracted significant interest in medicinal chemistry
due to their numerous biological activities attributed primarily to their versatility and structural …