Intermolecular methoxycarbonylation of terminal alkynes catalyzed by palladium(II) bis(oxazoline) complexes.

Keisuke Kato, Satoshi Motodate, Tomoyuki Mochida, Takuya Kobayashi, Hiroyuki Akita

Index: Angew. Chem. Int. Ed. Engl. 48 , 3326, (2009)

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Abstract

Boxing clever: Direct conversion of a terminal alkyne group into a beta-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.