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The First Air‐Stable and Efficient Nucleophilic Trialkylphosphine Organocatalyst for the Baylis–Hillman Reaction
Author(s) -
He Zhengrong,
Tang Xiaofang,
Chen Yaoming,
He Zhengjie
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200505403
Subject(s) - chemistry , baylis–hillman reaction , nucleophile , adduct , methyl vinyl ketone , organic chemistry , organocatalysis , medicinal chemistry , catalysis , combinatorial chemistry , enantioselective synthesis
1,3,5,‐Triaza‐7‐phosphaadamantane (PTA) is first reported to be a convenient and efficient nucleophilic trialkylphosphine organocatalyst for the Baylis–Hillman reaction. Thus, under the mediation of 15–20 mol % of PTA and practical conditions, both aromatic and aliphatic aldehydes react with the activated alkenes like acrylates and methyl vinyl ketone to afford the corresponding adducts in fair to excellent yields.

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