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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

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Wuhan University Journal of Natural Sciences

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.

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Foundation item: Sopported by DSM Andeno of Holland

Biography: Shi Yu (1975-), Master candidate, research direction: asymmetric, synthesis.

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Yu, S., Quan-yuan, H., Shao-rong, Y. et al. Asymmetric reduction of aromatic ketones catalyzed by using (αs, 4s)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol-borane complex. Wuhan Univ. J. Nat. Sci. 7, 113–116 (2002). https://doi.org/10.1007/BF02830028

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  • DOI: https://doi.org/10.1007/BF02830028

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