Pd-Catalyzed Dearomative Asymmetric Allylic Alkylation of Naphthols with Alkoxyallenes

An Pd-catalyzed linear selective intermolecular asymmetric dearomative allylic alkylation reaction of naphthols with alkoxyallenes under mild reaction conditions is reported. The transformation is successfully promoted by Pd2(dba)3 and chiral Trost ligand, and provides a general atom-efficient proto...

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Veröffentlicht in:Journal of organic chemistry 2020-06, Vol.85 (12), p.7896-7904
Hauptverfasser: Hu, Jinjin, Pan, Shulei, Zhu, Shuai, Yu, Peiyuan, Xu, Ruigang, Zhong, Guofu, Zeng, Xiaofei
Format: Artikel
Sprache:eng
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Zusammenfassung:An Pd-catalyzed linear selective intermolecular asymmetric dearomative allylic alkylation reaction of naphthols with alkoxyallenes under mild reaction conditions is reported. The transformation is successfully promoted by Pd2(dba)3 and chiral Trost ligand, and provides a general atom-efficient protocol to obtain various β-naphthalenones bearing an all carbon quaternary stereogenic center in good yields, chemo- and stereoselectivities.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c00582