Premium
Nickel‐Catalyzed Reductive Allylation of Tertiary Alkyl Halides with Allylic Carbonates
Author(s) -
Chen Haifeng,
Jia Xiao,
Yu Yingying,
Qian Qun,
Gong Hegui
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201705521
Subject(s) - allylic rearrangement , alkyl , regioselectivity , chemistry , electrophile , halide , tsuji–trost reaction , catalysis , alkylation , selectivity , medicinal chemistry , nickel , organic chemistry
The construction of all C(sp 3 ) quaternary centers has been successfully achieved under Ni‐catalyzed cross‐electrophile coupling of allylic carbonates with unactivated tertiary alkyl halides. For allylic carbonates bearing C1 or C3 substituents, the reaction affords excellent regioselectivity through the addition of alkyl groups to the unsubstituted allylic carbon terminus. The allylic alkylation method also exhibits excellent functional‐group compatibility, and delivers the products with high E selectivity.