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Asymmetric reduction of aromatic ketones catalyzed by using (αs, 4s)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol-borane complex
Authors:Shi Yu  Hu Quan-yuan  Yang Shao-rong  Hu Xian-ming
Institution:(1) College of Pharmacy, Wuhan University, 430072 Wuhan, Hubei, China
Abstract:Chiral oxazoborolidine borane complex was prepared from (αs, 4s)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol with Borane in THF. The borane modified by chiral oxazoborolidine enantioselectively reduced aromatic ketones to second-alcohol with about 95% yield and medium optical yields. In the end of article, results are discussed and reduction mechanism is shown which proves the resulting major isomers fit very well. Foundation item: Sopported by DSM Andeno of Holland Biography: Shi Yu (1975-), Master candidate, research direction: asymmetric, synthesis.
Keywords:asymmetric reduction  prochiral ketones  chiral oxazoborolidine borane  chloramphenicol  oxazoline
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