112211-93-5Relevant academic research and scientific papers
Rational design of chiral lithium amides for asymmetric alkylation reactions - NMR spectroscopic studies of mixed lithium amide/alkyllithium complexes
Arvidsson, Per I.,Hilmersson, Goeran,Davidsson, Oejvind
, p. 2348 - 2355 (2007/10/03)
Treatment of solutions of chiral lithium amides, containing internally coordinating groups, in diethyl ether (DEE) with alkyllithiums results in the formation of chiral lithium amide/alkyllithium mixed dimers. We report the use of eight different chiral l
Stereoselective reactions, 25. Enantioselective deprotonation of prochiral 4-substituted cyclohexanones by chiral chelated lithium amides
Shirai, Ryuichi,Sato, Daisaku,Aoki, Kazumasa,Tanaka, Masahide,Kawasaki, Hisashi,Koga, Kenji
, p. 5963 - 5972 (2007/10/03)
Enantioselective deprotonation of prochiral 4-substituted cyclohexanones (4a-d) by chiral chelated lithium amides (8a-k) in the presence of excess trimethylsilyl chloride was realized to give the corresponding chiral silyl enol ethers (6a-d) in up to 89% ee. It is shown that enantioselectivity of the reaction is dependent on the solvent used, but becomes almost independent on the solvent in the presence of HMPA. The sense of asymmetric induction can be correlated to the configuration at the chiral carbon bearing amide nitrogen of the lithium amide.
ENANTIOSELECTIVE SYNTHESIS OF β-HYDROXY-α-METHYL CARBONYL COMPOUNDS BY ALDOL REACTION
Ando, Akira,Shioiri, Takayuki
, p. 4969 - 4988 (2007/10/02)
The enantioselective aldol reactions of ketone lithium enolates with aldehydes mediated chiral lithium amides were extensively investigated.The chiral amino ethers 4a-4l and diamines 16a,b were prepared from α-amino acids.The reaction conditions and the s
Asymmetric Synthesis using Chiral Bases: Enantioselective α-Alkylation of Carboxylic Acids
Ando, Akira,Shioiri, Takayuki
, p. 656 - 658 (2007/10/02)
Enantioselective alkylation of carboxylic acids (1) and (2) at the α-position can be performed using the chiral lithium isopropylamides (3) or (4), which function as both a strong base and a chiral auxiliary.
