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Palladium‐Catalyzed Asymmetric Allylic Alkylation of 2,3‐Allenyl Acetates Using a Chiral Diaminophosphine Oxide
Author(s) -
Nemoto Tetsuhiro,
Kanematsu Mutsumi,
Tamura Shinji,
Hamada Yasumasa
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900151
Subject(s) - chemistry , enantioselective synthesis , tsuji–trost reaction , allylic rearrangement , catalysis , palladium , alkylation , yield (engineering) , organic chemistry , lithium (medication) , medicinal chemistry , medicine , materials science , endocrinology , metallurgy
An enantioselective synthesis of allenes through palladium‐catalyzed asymmetric allylic alkylation using a chiral diaminophosphine oxide is described. The asymmetric allylic alkylations proceeded in the presence of a catalytic amount of lithium acetate at 4 °C, affording the chiral allenes in excellent yield with up to 99% ee .