Gold(I)-Catalyzed Synthesis of γ-Hydroxyketones from 5-Allyloxy-1-ynes

The Au(I)-catalyzed reactions of 5-allyloxy-1-ynes gave various γ-hydroxyketones, via a hydration-terminated domino sequence involving sigmatropic allyl migration as the key event. Moreover, the scope of the sigmatropic allyl transfer was systematically determined.

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Veröffentlicht in:Journal of organic chemistry 2011-01, Vol.76 (1), p.324-327
Hauptverfasser: Cheong, Jae Youp, Im, Donghong, Lee, Miryeong, Lim, Wontaeck, Rhee, Young Ho
Format: Artikel
Sprache:eng
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Zusammenfassung:The Au(I)-catalyzed reactions of 5-allyloxy-1-ynes gave various γ-hydroxyketones, via a hydration-terminated domino sequence involving sigmatropic allyl migration as the key event. Moreover, the scope of the sigmatropic allyl transfer was systematically determined.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo102005x