Organocatalytic Asymmetric Tamura Cycloaddition with α- Branched Nitroolefins: Synthesis of Functionalized 1‑Tetralones

A new catalytic asymmetric Tamura cycloaddition with nitroolefins was developed. This demonstration of the reaction of α-branched nitroolefins with homophthalic anhydrides delivers highly functionalized 1-tetralone compounds. With bifunctional squaramide catalyst, the desired tetralone products are...

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Veröffentlicht in:Journal of organic chemistry 2017-03, Vol.82 (6), p.3262-3269
Hauptverfasser: Nath, Utpal, Pan, Subhas Chandra
Format: Artikel
Sprache:eng
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Zusammenfassung:A new catalytic asymmetric Tamura cycloaddition with nitroolefins was developed. This demonstration of the reaction of α-branched nitroolefins with homophthalic anhydrides delivers highly functionalized 1-tetralone compounds. With bifunctional squaramide catalyst, the desired tetralone products are obtained with high enantioselectivity and good diastereoselectivity.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b03020