77785-20-7Relevant academic research and scientific papers
The influence of α-coordinating groups of aldehydes on E/Z-selectivity and the use of quaternary ammonium counter ions for enhanced E-selectivity in the Julia–Kocienski reaction
Rehman, Mintu,Surendran, Sravya,Siddavatam, Nagendra,Rajendar, Goreti
supporting information, p. 329 - 333 (2022/01/20)
Modified reaction conditions for improved E-selectivity of olefins in the Julia–Kocienski reaction of aldehydes having α-coordinating substituents are demonstrated. The chelating groups in aldehydes are expected to stabilize the syn-transition state with metal ions, whereas the weakly coordinating quaternary ammonium ions are devoid of all possible chelating interactions to enhance E-selectivity. A systematic investigation is presented to study the size of the neighbouring protecting groups of aldehydes and their chelation effect on E/Z-selectivity in the Julia–Kocienski reaction.
SYNTHETIC METHODS BASED ON HALOGENOMAGNESIUM ALCOHOLATES. X. REACTIONS OF LITHIUM AND HALOGENOMAGNESIUM ALCOHOLATES WITH CHLORINATED ETHERS
Kashinskii, V. N.,Demanov, V. A.,Lapkin, I.I.
, p. 72 - 75 (2007/10/02)
The reaction of α-chlorinated ethers with lithium and halogenomagnesium alcoholates were investigated.Depending on the character of the radicals contained in the alcoholates, either alkoxymethyl derivatives of the enolic form of α-keto esters or the same derivatives of α-hydroxy esters are formed.
