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Non‐Bonding Interactions Enable the Selective Formation of Branched Products in Palladium‐Catalyzed Allylic Substitution Reactions
Author(s) -
Wang YaNi,
Lu LiangQiu,
Xiao WenJing
Publication year - 2018
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201800496
Subject(s) - palladium , catalysis , regioselectivity , allylic rearrangement , chemistry , hydrogen bond , nucleophile , substitution reaction , heteroatom , tsuji–trost reaction , combinatorial chemistry , organic chemistry , molecule , ring (chemistry)
Palladium‐catalyzed allylic substitution reactions have become established as an important tool for the construction of carbon−carbon and carbon−heteroatom bonds in modern organic synthesis. However, controlling the regioselectivity of this type of transformation to afford chiral branched products, in addition to controlling the enantioselectivity, is a significant challenge. Excitingly, controlling nonbonding interactions between the substituents on the π‐allyl−palladium intermediate and the nucleophile or palladium catalyst has been shown to be effective in achieving this goal. This Focus Review highlights representative advances in this field, according to the mode of non‐bonding interaction, including hydrogen‐bonding, electrostatic, and coordination interactions.