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Synthesis of 1-cyano-2-methylisoindole. A new route to isoindoles

โœ Scribed by John J. D'Amico; B. Ray Stults; Peter G. Ruminski; Karl V. Wood


Book ID
112127226
Publisher
Journal of Heterocyclic Chemistry
Year
1983
Tongue
English
Weight
246 KB
Volume
20
Category
Article
ISSN
0022-152X

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A concise and efficient synthesis of highly enantioenriched 3-alkyl and 3-aryl-2,3-dihydro-1H-isoindolinones is reported. The key step relies on the diastereoselective reduction of the N-acylhydrazonium salts generated by acidic treatment of hemiaminal precursors bearing the (S)-2-methoxymethylpyrro