Premium
π‐Allylpalladium‐Mediated Catalytic Synthesis of Functionalized Allenes
Author(s) -
Ogasawara Masamichi,
Ikeda Hisashi,
Hayashi Tamio
Publication year - 2000
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/(sici)1521-3773(20000317)39:6<1042::aid-anie1042>3.0.co;2-7
Subject(s) - allene , yield (engineering) , nucleophile , catalysis , chemistry , palladium , combinatorial chemistry , organic chemistry , materials science , metallurgy
Two sequential palladium‐catalyzed reactions enable readily available 1,1‐dibromo‐1‐alkenes to be converted into a variety of functionalized allenes (see scheme). The second step proceeds via a π‐allylpalladium intermediate, to which a nucleophile attacks highly selectively to give the allene in excellent yield.