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Frontispiece: Mutual Cooperation in the Formal Allyl Alcohol Nucleophilic Substitution and Hydration of Alkynes for the Construction of γ‐Substituted Ketones
Author(s) -
Huang Kaimeng,
Wang Hongkai,
Liu Lingyan,
Chang Weixing,
Li Jing
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201681961
Subject(s) - regioselectivity , alkyne , intramolecular force , allyl alcohol , chemistry , alcohol , ring (chemistry) , nucleophilic substitution , nucleophile , medicinal chemistry , catalysis , nucleophilic addition , stereochemistry , organic chemistry
Ring‐Opening Reactions Mutual‐cooperation of the formal allyl alcohol direct nucleophilic substitution reaction and highly regioselective hydration of internal alkynes was realized in one pot. A dihydrofuran intermediate was formed through intramolecular O−H insertion cyclization of alkyne activated by gold catalyst, and thus the C−O bond of allyl alcohol was weakened and simultaneously the regioselective hydration of internal alkyne was directed, resulting in the γ‐functionalized ketones. The full story can be found in the Communication by L. Liu, J. Li and colleagues on page 6458 ff.