Premium
Regio‐ and Enantioselective Copper‐Catalyzed 1,4‐Conjugate Addition of Trimethylaluminium to Linear α,β,γ,δ‐Unsaturated Alkyl Ketones
Author(s) -
Wu Xiaoting,
Xie Fang,
Ling Zheng,
Tang Liang,
Zhang Wanbin
Publication year - 2016
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.201600375
Subject(s) - chemistry , enantioselective synthesis , alkyl , conjugate , regioselectivity , catalysis , aryl , addition reaction , organic chemistry , copper , mathematical analysis , mathematics
A regio‐ and enantioselective copper‐catalyzed 1,4‐conjugate addition of trimethylaluminium to linear δ‐aryl‐substituted α,β,γ,δ‐unsaturated alkyl ketones was developed. A series of γ,δ‐unsaturated alkyl ketones were obtained in good yields with high regio‐ and enantioselectivity (up to 88% ee and 96:4 dr ). Expansion of the reaction scope to substrates containing aromatic heterocycles also afforded good yields and enantioselectivities (up to 91% ee ) with very high regioselectivities, exclusively providing the single 1,4‐products.