Highly Enantioselective\nSynthesis of Polycyclic Dihydroisoquinolinones\nvia NHC-Catalyzed [4 + 2] Annulations

The NHC-catalyzed enantioselective [4 + 2] annulation\nof 9<i>H</i>-fluorene-1-carbaldenydes with cyclic imines\nwas successfully\ndeveloped. A series of optically enriched polycyclic dihydroisoquinolinones\nwere synthesized in moderate to excellent yields with good to excellent\nenantioselectivities. In addition, this efficient method could also\nbe amenable to the synthesis of spirocyclic compounds by using isatin-derived\nketimines as the electrophiles.

Publication Details

Journal
Figshare
Published
2024-09-13
DOI
https://doi.org/10.1021/acs.joc.4c01529.s001
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
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Highly Enantioselective\nSynthesis of Polycyclic Dihydroisoquinolinones\nvia NHC-Catalyzed [4 + 2] Annulations

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N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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Highly Enantioselective\nSynthesis of Polycyclic Dihydroisoquinolinones\nvia NHC-Catalyzed [4 + 2] Annulations

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Abstract

The NHC-catalyzed enantioselective [4 + 2] annulation\nof 9<i>H</i>-fluorene-1-carbaldenydes with cyclic imines\nwas successfully\ndeveloped. A series of optically enriched polycyclic dihydroisoquinolinones\nwere synthesized in moderate to excellent yields with good to excellent\nenantioselectivities. In addition, this efficient method could also\nbe amenable to the synthesis of spirocyclic compounds by using isatin-derived\nketimines as the electrophiles.

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Openalex Percentile: Top 79%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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Highly Enantioselective\nSynthesis of Polycyclic Dihydroisoquinolinones\nvia NHC-Catalyzed [4 + 2] Annulations · Figshare (2024) | TGRS Research Map | TGRS