139518-63-1Relevant academic research and scientific papers
Desymmetrizing asymmetric ring expansion of cyclohexanones with α-diazoacetates catalyzed by chiral aluminum Lewis acid
Hashimoto, Takuya,Naganawa, Yuki,Maruoka, Keiji
, p. 8834 - 8837 (2011/08/03)
Chiral aluminum Lewis acid catalyst composed of Me3Al and 3,3′-bis(trimethylsilyl)-BINOL in a 2:1 ratio was found to promote novel catalytic asymmetric ring expansion of cyclohexanone with α-substituted α-diazoacetates to give seven-membered rings with an all-carbon quaternary center. Application of this strategy to 4-substituted cyclohexanones opened up a novel way for the catalytic desymmetrizing asymmetric construction of cycloheptanones bearing remote α,δ-chiral centers.
Asymmetric synthesis of α-alkylated α-amino acids: Azocane-2-carboxylic acids
Georg, Gunda U.,Guan, Xiangming
, p. 17 - 20 (2007/10/02)
α-Alkylated azocane-2-carboxylic acid methyl esters 5 were synthesized with excellent enantiomeric excess (>96%) in four steps starting from optically active β-keto esters 1. The synthesis involved tetrazole formation, reduction, protection, and oxidation
