AI Article Synopsis
- Rigid bicycles are increasingly favored in the pharmaceutical sector for exploring new chemical possibilities.
- A novel method for creating 2-azanorbornanes is presented, which serve as rigid scaffolds with specific exit vectors.
- The development involves a strain-release reagent called azahousane and a new reaction with alkenes and imines, yielding various substituted 2-azanorbornanes with high selectivity.
Article Abstract
Rigid bicycles are becoming more popular in the pharmaceutical industry because they allow for expansion to new and unique chemical spaces. This work describes a new strategy to construct 2-azanorbornanes, which can act as rigid piperidine/pyrrolidine scaffolds with well-defined exit vectors. To achieve the synthesis of 2-azanorbornanes, new strain-release reagent, azahousane, is introduced along with its photosensitized strain-release formal cycloaddition with alkenes. Furthermore, new reactivity between a housane and an imine is disclosed. Both strategies lead to various substituted 2-azanorbornanes with good selectivities.
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|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10760907 | PMC |
| http://dx.doi.org/10.1002/anie.202314700 | DOI Listing |
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- The development involves a strain-release reagent called azahousane and a new reaction with alkenes and imines, yielding various substituted 2-azanorbornanes with high selectivity.
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