181725-73-5Relevant academic research and scientific papers
Selective conjugate alkylation of alkyllithium nucleophiles to α, β, γ, δ-unsaturated aldehydes with functionalized Lewis acid receptors
Ooi, Takashi,Kondo, Yuichiro,Kon-i, Kana,Maruoka, Keiji
, p. 403 - 404 (1998)
Selective 1,4- and 1,6-addition of alkyllithium reagents to α,β,γ,δ-unsaturated aldehydes has been successfully realized with fluorinated aluminum tris(2,6-diphenylphenoxide) (ATPH) derivatives as functionalized Lewis acid receptors.
Cooperative N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Vinyl Bromides to Enals
Ling, Bo,Wang, Yan-En,Yang, Wenjun,mao, Jianyou
, p. 9603 - 9608 (2020/12/21)
A highly stereoselective umpolung 1,4-addition of vinyl bromides to enals is enabled by NHC/palladium cooperative catalysis, generating various valuable γ,δ-unsaturated carbonyl derivatives in excellent yields (up to 90%). A detailed mechanism investigation indicates the NHC act as both organocatalyst and ligand for palladium during this system.
Catalyzed Reactions of Enol Ethers with SN1 Active Groups: A Novel Method for the Preparation of α-Alkylated Ketones
Gansaeuer, Andreas,Fielenbach, Doris,Stock, Christoph,Geich-Gimbel, Daniel
, p. 1017 - 1030 (2007/10/03)
The performance of tert-alkylations, alkoxyalkylations, and aldehyde enolate allylations proceeding with low catalyst loading (0.1 mol % - 5 mol %) is described. The reactions are complete within short times and can even be performed without solvent and under ambient conditions. The mechanism of the reaction was investigated by deuterium labeling and cross-over studies.
Catalyzed Reactions of Enolates and Cations: A Novel Method for Enolate Alkylation
Gansaeuer, Andreas,Fielenbach, Doris,Stock, Christoph
, p. 845 - 848 (2007/10/03)
The first tertiary alkylations, alkoxyalkylations, and aldehyde enolate allylations are described proceeding with low catalyst loading (0.1 mol % to 5 mol %). The reactions proceed in short times, can be performed without solvent and under ambient conditions.
Perturbation of cope's rearrangement: 1,3,5-triphenylhexa-1,5-diene. Chameleonic or centauric transition region?
Doering,Wang, Yonghui
, p. 10112 - 10118 (2007/10/03)
Two types of perturbations of Cope's rearrangement are distinguished by their occupancy of sets of four "active" and two "nodal" positions. A "chameleonic" model of a continuum of chair-like transition regions is defined as extending from two noninteracti
