ICCAS OpenIR
Highly efficient and enantioselective biotransformations of beta-lactam carbonitriles and carboxamides and their synthetic applications
Leng, Dong-Hui1; Wang, De-Xian1; Huang, Zhi-Tang1; Wang, Mei-Xiang1,2
2010
Source PublicationORGANIC & BIOMOLECULAR CHEMISTRY
ISSN1477-0520
Volume8Issue:20Pages:4736-4743
AbstractCatalyzed by Rhodococcus erythropolis AJ270, a nitrile hydratase and amidase containing microbial whole cell catalyst, a number of racemic 1-arylmethyl-and 1-allyl-4-oxoazetidine-2-carbonitriles and carboxamides underwent efficient transformations under very mild conditions to produce enantiopure functionalized S-amide and R-acid products in excellent yields. While the nitrile hydratase showed good enzyme activity but virtually no enantioselectivity, the amidase displayed high R-enantioselectivity against almost all amide substrates tested. The synthetic applications of the resulting functionalized chiral beta-lactam derivatives were demonstrated by the facile preparation of beta-lactam-fused heterocyclic compounds.
DOI10.1039/c0ob00198h
Indexed BySCI ; IC
Language英语
WOS IDWOS:000282315900033
PublisherROYAL SOC CHEMISTRY
Citation statistics
Cited Times:14[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/70740
Collection中国科学院化学研究所
Corresponding AuthorWang, Mei-Xiang
Affiliation1.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
2.Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
Recommended Citation
GB/T 7714
Leng, Dong-Hui,Wang, De-Xian,Huang, Zhi-Tang,et al. Highly efficient and enantioselective biotransformations of beta-lactam carbonitriles and carboxamides and their synthetic applications[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2010,8(20):4736-4743.
APA Leng, Dong-Hui,Wang, De-Xian,Huang, Zhi-Tang,&Wang, Mei-Xiang.(2010).Highly efficient and enantioselective biotransformations of beta-lactam carbonitriles and carboxamides and their synthetic applications.ORGANIC & BIOMOLECULAR CHEMISTRY,8(20),4736-4743.
MLA Leng, Dong-Hui,et al."Highly efficient and enantioselective biotransformations of beta-lactam carbonitriles and carboxamides and their synthetic applications".ORGANIC & BIOMOLECULAR CHEMISTRY 8.20(2010):4736-4743.
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