Construction of Multifunctional Modules for Drug Discovery: Synthesis of Novel Thia/Oxa-Azaspiro[3.4]octanes

Abstract

New classes of thia/oxa-azaspiro[3.4]octanes are synthesized through the implementation of robust and step-economic routes. The targeted spirocycles have been designed to act as novel, multifunctional, and structurally diverse modules for drug discovery. Furthermore, enantioselective approaches to the spirocycles are reported.

Evaluierung neuer Reaktionen zur Steuerung der Wirkstoff‐Forschung: ein Eignungstest

“…B. 12 und 13 ; Abbildung A) . Wir haben die Diversität von Molekülformen analysiert, die erhalten werden könnten, indem diese Grundgerüste mit verschiedenen Gruppen versehen werden.…”

“… Untersuchung der Formenvielfalt von virtuellen Bibliotheken auf der Basis der von Carreira und Rogers‐Evans beschriebenen spirocyclischen Grundgerüste . A) Die Grundgerüste dieser Untersuchung.…”

ChemInform Abstract: Evaluating New Chemistry to Drive Molecular Discovery: Fit for Purpose?

“…Carreira and Rogers-Evans have developed efficient syntheses of small sp 3 -rich spirocyclic scaffolds (such as 12 and 13;F igure 6A). [27] We analyzed the diversity of molecular shapes that may be Bode's approach to nitrogen-containing heterocycles using SnAP reagents. [23] A) Exemplar reaction of benzaldehyde with aSnAP reagent.…”

“…Evaluationo fthe shape diversity of virtual libraries based on spirocyclic scaffolds reported by Carreira and Rogers-Evans. [27] A) The scaffolds evaluated in this study.B)Mean principal moments of inertia of virtual libraries generated by decoration of the scaffolds once or twice using the standard set of capping groups.S ee the Supporting Information for further details. Figure 7.…”

Synthesis of 2,2‐Disubstituted Spirocyclic Pyrrolidines by Intramolecular Dieckmann Condensation

“…These compounds have improved physico‐chemical characteristics and better metabolic stability (Figure A) . Since then, spirocyclic building blocks have been playing an important role in medicinal chemistry . In this context, we recently developed novel spirocyclic 3,3‐disubstituted pyrrolidines for drug design (Figure B) .…”