52356-09-9Relevant academic research and scientific papers
Asymmetric cross-aldol reactions of α-keto hydrazones and α,β-unsaturated γ-keto hydrazones with trifluoromethyl ketones
Alberca, Saúl,De Gracia Retamosa, Ma,Fernández, Rosario,Iglesias-Sigüenza, Javier,Lassaletta, José M.,Matador, Esteban,Monge, David
supporting information, p. 11835 - 11838 (2021/11/30)
α-Keto hydrazones and α,β-unsaturated γ-keto hydrazones are suitable pro-nucleophiles for asymmetric cross-aldol reactions with trifluoromethyl ketones via aza-di(tri)enamine-type intermediates. A quinidine-derived primary amine catalyst affords tertiary trifluoromethylated alcohols in good-to-excellent yields and high enantioselectivities. Subsequent transformations of hydrazono moieties yield appealing fluorinated carboxylic acids, 1,4-dicarbonyls and γ-keto acids.
Organocatalytic Enantioselective Vinylogous Aldol Reaction of Allyl Aryl Ketones to Activated Acyclic Ketones
Jing, Zhenzhong,Bai, Xiangbin,Chen, Wenchao,Zhang, Gao,Zhu, Bo,Jiang, Zhiyong
, p. 260 - 263 (2016/02/03)
The first catalytic asymmetric vinylogous aldol reaction of activated allyls to activated acyclic ketones is disclosed. A variety of activated acyclic ketones, such as trifluoromethyl ketones, α-ketoesters, and α-keto phosphonates, were found to be involved forming diverse γ-selective aldol adducts with high enantioselectivities (up to >99% ee). The method provides an effective, general strategy to access valuable chiral electron-withdrawing group-substituted tertiary hydroxyl-based carboxylic acids.
Catalytic enantioselective alkenylation and phenylation of trifluoromethyl ketones
Motoki, Rie,Tomita, Daisuke,Kanai, Motomu,Shibasaki, Masakatsu
, p. 8083 - 8086 (2007/10/03)
Catalytic enantioselective alkenylation and phenylation of trifluoromethyl ketones are described. High enantioselectivity (up to 84% ee) was produced in an alkenylation of aryl trifluoromethyl ketones using a CuF-DTBM-SEGPHOS complex as the catalyst (5-10
