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Intermolecular Methoxycarbonylation of Terminal Alkynes Catalyzed by Palladium(II) Bis(oxazoline) Complexes
Author(s) -
Kato Keisuke,
Motodate Satoshi,
Mochida Tomoyuki,
Kobayashi Takuya,
Akita Hiroyuki
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200806080
Subject(s) - oxazoline , palladium , catalysis , chemistry , ligand (biochemistry) , alkyne , intermolecular force , alcohol , glycosidic bond , terminal (telecommunication) , combinatorial chemistry , medicinal chemistry , organic chemistry , polymer chemistry , molecule , computer science , biochemistry , receptor , enzyme , telecommunications
Boxing clever : Direct conversion of a terminal alkyne group into a β‐methoxyacrylate is realized with the aid of the bis(oxazoline) ligand (box). Acetyl and ketal protecting groups, free hydroxy groups, and acid‐sensitive glycosidic bonds are not affected under the reaction conditions. The one‐pot synthesis of (±)‐dihydrokawain from the homopropargyl alcohol is also achieved. tfa=trifluoroacetate