Phosphine-Catalyzed Domino [3 + 3] Cyclization of para-Quinamines with Morita–Baylis–Hillman Carbonates: Access to Hydroquinoline Derivatives

A phosphine-catalyzed [3 + 3] cyclization strategy between para-quinamines and HCHO Morita–Baylis–Hillman (MBH) carbonates was discovered, delivering a series of highly functionalized hydroquinoline derivatives in moderate to good yields and excellent diastereoselectivity. Moreover, mechanistic insi...

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Veröffentlicht in:Organic letters 2019-04, Vol.21 (8), p.2843-2846
Hauptverfasser: Jin, Hongxing, Lai, Jingxiong, Huang, You
Format: Artikel
Sprache:eng
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Zusammenfassung:A phosphine-catalyzed [3 + 3] cyclization strategy between para-quinamines and HCHO Morita–Baylis–Hillman (MBH) carbonates was discovered, delivering a series of highly functionalized hydroquinoline derivatives in moderate to good yields and excellent diastereoselectivity. Moreover, mechanistic insights, gram-scale experiments, and synthetic manipulations of the products were also discussed.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00834