title: Cross-conjugated Trienamine Catalysis with α'-Alkylidene 2-Cyclohexenones: Application in β,γ-Regioselective Aza-Diels-Alder Reaction.
abstract: Endo-type cross-conjugated trienamines between highly congested α'-alkylidene 2-cyclohexenones and a chiral primary amine catalyst serve as HOMO-raised dienophiles in inverse-electron-demand aza-Diels-Alder cycloadditions with a number of 1-azadiene substrates. The reactions exhibit exclusive β,γ-regioselectivity, and multifunctional products with high molecular complexity are efficiently constructed in excellent diastereo- and enantioselectivity (>19:1 d.r., up to 99 % ee).
authors.affiliation: Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P. R. China.
authors.forename: Zhi
authors.initials: Z
authors.lastname: Zhou
authors.affiliation: Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P. R. China.
authors.forename: Zhou-Xiang
authors.initials: ZX
authors.lastname: Wang
authors.affiliation: College of Pharmacy, Third Military Medical University, Chongqing, 400038, P. R. China.
authors.forename: Qin
authors.initials: Q
authors.lastname: Ouyang
authors.affiliation: Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P. R. China.
authors.forename: Wei
authors.initials: W
authors.lastname: Xiao
authors.affiliation: Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P. R. China.
authors.forename: Wei
authors.initials: W
authors.lastname: Du
authors.affiliation: Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P. R. China.|College of Pharmacy, Third Military Medical University, Chongqing, 400038, P. R. China.
authors.forename: Ying-Chun
authors.identifier: http://orcid.org/0000-0003-1902-0979
authors.initials: YC
authors.lastname: Chen
keywords: aza-Diels-Alder; cyclic enones; cycloaddition; organocatalysis; regioselectivity; trienamine