Enantioselective Addition of Enamides to Cyclic Ketimines: Access to Chiral 3,3‐Disubstituted Isoindolin‐1‐Ones

Enantioselective Addition of Enamides to Cyclic Ketimines: Access to Chiral 3,3‐Disubstituted Isoindolin‐1‐Ones

An enantioselective addition of enamides to cyclic ketimines generated in situ from 3‐hydroxyisoindolin‐1‐ones was developed. This reaction takes advantage of readily available substrates, mild reaction conditions, as well as enlarged reaction generality, affording chiral 3,3‐disubstituted isoindoli...

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Veröffentlicht in:Advanced synthesis & catalysis 2019-09, Vol.361 (18), p.4222-4226
Hauptverfasser: Feng, Fang‐Fang, Li, Jin‐Shan, Li, Shen, Ma, Jun‐An
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric catalysis
cyclic ketimines
enamides
Enantiomers
Imines
isoindolin-1-ones
organocatalysis
Substrates
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Beschreibung
Zusammenfassung:An enantioselective addition of enamides to cyclic ketimines generated in situ from 3‐hydroxyisoindolin‐1‐ones was developed. This reaction takes advantage of readily available substrates, mild reaction conditions, as well as enlarged reaction generality, affording chiral 3,3‐disubstituted isoindolin‐1‐ones with a quaternary stereogenic center in high yields (up to 98%) and enantioselectivities (up to 99% ee).
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201900710