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Enantioselective Reduction of Prochiral Ketones Catalyed by Oxazaborolidine Derived from L-Cystine
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作者 Xing Shu Li Xiao Ling Zhang Ru Gang Xie(Department of Chemistry, Sichuan Union University, Chengdu, 610064)(Department of Chemistry, Sichuan Educational College, Chengdu, 610041) 《Chinese Chemical Letters》 SCIE CAS CSCD 1997年第8期679-680,共2页
Two new chiral oxazaborolidine derivated from L-cystine have been used to catalyze the enantioselective reduction of prochiral ketones and the secondary alcohols are obtained with good to excellent opitical yields.
关键词 Enantioselective Reduction of prochiral ketones Catalyed by Oxazaborolidine Derived from L-Cystine
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Catalytic Enantioselective Reduction of Prochiral Ketones with Chiral Ferrocenyl Amino Alcohols 被引量:2
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作者 陈维一 陆军 +1 位作者 沈宗旋 张雅文 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2004年第3期306-309,共4页
The asymmetric reduction of prochiral ketones was catalyzed by a class of recoverable and highly stable chiral ferrocenyl amino alcohols derived from natural amino acids to yield optically active secondary alcohols in... The asymmetric reduction of prochiral ketones was catalyzed by a class of recoverable and highly stable chiral ferrocenyl amino alcohols derived from natural amino acids to yield optically active secondary alcohols in high chemical yields and moderate to good enantiomeric excesses. 展开更多
关键词 enantioselective reduction prochiral ketone NaBH4/I2 combination ferrocenyl amino alcohol
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Reductive amination of ketones with ammonium catalyzed by a newly identified Brevibacterium epidermidis strain for the synthesis of(S)-chiral amines
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作者 Qing‐Hua Li Yuan Dong +4 位作者 Fei‐Fei Chen Lei Liu Chun‐Xiu Li Jian‐He Xu Gao‐Wei Zheng 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 北大核心 2018年第10期1625-1632,共8页
The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines.Although several engineered amine dehydrogenases have been developed by prote... The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines.Although several engineered amine dehydrogenases have been developed by protein engineering for the asymmetric reductive amination of ketones,they all display(R)‐stereoselectivity.To date,there is no report of an(S)‐stereoselective biocatalyst for this reaction.Herein,a microorganism named Brevibacterium epidermidis ECU1015 that catalyzes the(S)‐selective reductive amination of ketones with ammonium has been successfully isolated from soil.Using B.epidermidis ECU1015 as the catalyst,the asymmetric reductive amination of a set of phenylacetone derivatives was successfully carried out,yielding the corresponding(S)‐chiral amines with moderate conversion and>99%enantiomeric excess. 展开更多
关键词 BIOCATALYSIS Reductive amination Asymmetric synthesis prochiral ketones Chiral amine
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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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作者 Shi Yu, Hu Quan-yuan, Yang Shao-rong, Hu Xian-ming College of Pharmacy, Wuhan University, Wuhan 430072, Hubei, China 《Wuhan University Journal of Natural Sciences》 EI CAS 2002年第1期113-116,共4页
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... 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. 展开更多
关键词 asymmetric reduction prochiral ketones chiral oxazoborolidine borane CHLORAMPHENICOL OXAZOLINE
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The Preparation and Application of two New Types of Oxazaborolidines
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作者 Guo Bin RONG Xing Ming LI Yong ZHANG (Department of Chemistry East China University of Science and Technology. Shanghai 200237) 《Chinese Chemical Letters》 SCIE CAS CSCD 2000年第5期381-382,共2页
Two new type of 1,3,2-oxazaborolidines were prepared from (Is,2s)-2-amino-1-(4-nitrophenyl)-propane-1-3-diol and were used as catalyst in the asymmetric reduction of acetophenone. The influence of the reaction tempera... Two new type of 1,3,2-oxazaborolidines were prepared from (Is,2s)-2-amino-1-(4-nitrophenyl)-propane-1-3-diol and were used as catalyst in the asymmetric reduction of acetophenone. The influence of the reaction temperature as well as the effect of the structure of catalyst on the enantioselectivity was investigated. The origin of the products' configuration was discussed. 展开更多
关键词 OXAZABOROLIDINE asymmetric catalytic reduction prochiral ketone
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Chiral Ferrocenyl Amino Alcohols: Preparation and Application as Catalysts in the Enantioselective Reduction of Ketones Using NaBH_4/I_2 被引量:3
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作者 陈维一 陆军 +3 位作者 沈宗旋 郎建平 张丽芬 张雅文 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2003年第2期192-195,共4页
Five novel chiral ferrocenyl amino alcohols were prepared from natural amino acids and used as catalysts in the asymmetric reduction of prochiral ketones with NaBH 4/I 2 combination. The incorporation of the ferroce... Five novel chiral ferrocenyl amino alcohols were prepared from natural amino acids and used as catalysts in the asymmetric reduction of prochiral ketones with NaBH 4/I 2 combination. The incorporation of the ferrocenyl moiety into the molecule of the chiral amino alcohols greatly improved their enantioselectivity in the catalysis. The optically active secondary alcohols were obtained in moderate to good enantiomeric excesses and high chemical yields. 展开更多
关键词 asymmetric reduction prochiral ketone NaBH 4/I 2 combination FERROCENE
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