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A Cooperative Strategy for the Highly Selective Intermolecular Oxycarbonylation Reaction of Alkenes using a Palladium Catalyst
Author(s) -
Li Ming,
Yu Feng,
Qi Xiaoxu,
Chen Pinhong,
Liu Guosheng
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201607248
Subject(s) - alkene , palladium , hypervalent molecule , chemistry , electrophile , nucleophile , intermolecular force , catalysis , reagent , combinatorial chemistry , organic chemistry , photochemistry , molecule
A novel method for intermolecular functionalization of terminal and internal alkenes has been designed. The electrophilic reagent, hypervalent iodine, plays a key role in this process by activating the alkene C=C bond for nucleophilic addition of the palladium catalyst. This process generates an iodonium‐containing palladium species which undergoes CO insertion. The new approach, intermolecular oxycarbonylaton reactions of alkenes, has been achieved and carried out under mild reaction conditions to produce the corresponding β‐oxycarbonylic acids with excellent efficiencies and levels of regio‐ and diastereoselectivity.