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Highly enantioselective reduction of ketones by chiral diol-modified lithium aluminum hydride reagents
Authors:Yunlai Ren  Xinzhe Tian  Jian Xu  Xianlun Xu  Shijie Lu
Affiliation:a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, 342 Tianshui Road, Lanzhou 730000, China
b Graduate School of Chinese Academy of Sciences, Beijing 100039, China
c School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China
Abstract:Some readily available chiral diols from indene and d-mannitol were investigated as chiral modifiers in lithium aluminum hydride reduction of ketones, and it was discovered that further modification of these reducing reagents by a simple a-amino alcohol resulted in a remarkable increase in optical yield. Among the investigated chiral modifiers, chiral diol 1 gave the highest enantioselectivities.
Keywords:Asymmetric reduction   Ketone   Diol   Lithium tetrahydridoaluminate
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