63257-48-7Relevant academic research and scientific papers
An efficient Darzens reaction promoted by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)
Luo, Juan,Hu, Lanfang,Zhang, Minghao,Tang
, p. 1949 - 1951 (2019)
An efficient DBU promoted Darzens reaction utilising α-haloketones containing an enolizable α′-hydrogen is reported. This method diastereoselectively afforded the corresponding α,β-epoxy ketones good to excellent yields in an one-pot reaction without using any transition metals or additives. Furthermore, haloketones without an α′-hydrogen are also applicable in this reaction.
Stereodivergent Access to Enantioenriched Epoxy Alcohols with Three Stereogenic Centers via Ruthenium-Catalyzed Transfer Hydrogenation
Zhao, Zhifei,Bagdi, Prasanta Ray,Yang, Shuang,Liu, Jinggong,Xu, Weici,Fang, Xinqiang
, p. 5491 - 5494 (2019/08/01)
The resolution technique of stereodivergent reaction on racemic mixtures (stereodivergent RRM) was employed for the first time in ruthenium complex catalyzed transfer hydrogenation of racemic epoxy ketones, providing a new and very simple method that allows access to enantioenriched epoxy alcohols with three stereogenic centers in a one-step fashion. The protocol features simple reaction conditions, practical operation, ability to scale up, and broad group tolerance.
A Novel Darzens-Type Reaction Promoted by Tributylstannylcarbamate
Shibata, Ikuya,Yamasaki, Hayahide,Baba, Akio,Matsuda, Haruo
, p. 6909 - 6914 (2007/10/02)
Stannylcarbamate 1 proved to be a selective agent for generating organotin(IV) enolates from α-halo ketones.Thus, a Darzens reaction was achieved under mild and neutral conditions.The reaction took place without any side reactions and even with aliphatic α-halo ketones bearing enolizable α'-hydrogens.Various types of α,β-epoxy ketones and esters were obtained in this one-pot reaction.The stereoselectivity of the reaction was influenced by changing the halogen substituent of the α-halo ketones and by additives.Moreover, the present method could be appliedto γ- and δ-halo ketones as enolate precursors, and five- and six-membered cyclic compounds were obtained.
