Stereoselective Access to Spiro-isoindolinone Scaffolds\nvia Catalytic Asymmetric aza-Piancatelli Rearrangement

A chiral\nBrønsted acid catalyzed asymmetric aza-Piancatelli\nrearrangement of 3-furyl-3-hydroxyisoindolinones with anilines has\nbeen developed, enabling the divergent construction of chiral spiro-cyclopentenone-isoindolinones\nin high yields with excellent diastereo- and enantioselectivities\neven under a low catalyst loading of 0.5 mol%.

Publication Details

Journal
Figshare
Published
2024-08-29
DOI
https://doi.org/10.1021/acs.orglett.4c02799.s001
Primary Topic
Synthesis and pharmacology of benzodiazepine derivatives
Type
article
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Stereoselective Access to Spiro-isoindolinone Scaffolds\nvia Catalytic Asymmetric aza-Piancatelli Rearrangement

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Synthesis and pharmacology of benzodiazepine derivatives
article

Stereoselective Access to Spiro-isoindolinone Scaffolds\nvia Catalytic Asymmetric aza-Piancatelli Rearrangement

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Abstract

A chiral\nBrønsted acid catalyzed asymmetric aza-Piancatelli\nrearrangement of 3-furyl-3-hydroxyisoindolinones with anilines has\nbeen developed, enabling the divergent construction of chiral spiro-cyclopentenone-isoindolinones\nin high yields with excellent diastereo- and enantioselectivities\neven under a low catalyst loading of 0.5 mol%.

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Openalex Percentile: Top 72%
Synthesis and pharmacology of benzodiazepine derivatives
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Stereoselective Access to Spiro-isoindolinone Scaffolds\nvia Catalytic Asymmetric aza-Piancatelli Rearrangement · Figshare (2024) | TGRS Research Map | TGRS