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Highly enantioselective alpha-chlorination of cyclic beta-ketoesters catalyzed by N,N'-dioxide using NCS as the chlorine source.
Chem Commun (Camb). 2010 Feb 28; 46(8):1250-2.CC

Abstract

A simple and highly efficient N,N'-dioxide organocatalyst system was developed for the asymmetric alpha-chlorination of cyclic beta-ketoesters using easily available NCS as the chlorine source to provide a series of optically active alpha-chloro-beta-ketoesters in excellent yields with 90-98% ee.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Cai Y
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Wang W
No affiliation info available
Shen K
No affiliation info available
Wang J
No affiliation info available
Hu X
No affiliation info available
Lin L
No affiliation info available
Liu X
No affiliation info available
Feng X
No affiliation info available

MeSH

CatalysisChlorineEstersHalogenationKetonesStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

20449266

Citation

Cai, Yunfei, et al. "Highly Enantioselective Alpha-chlorination of Cyclic Beta-ketoesters Catalyzed By N,N'-dioxide Using NCS as the Chlorine Source." Chemical Communications (Cambridge, England), vol. 46, no. 8, 2010, pp. 1250-2.
Cai Y, Wang W, Shen K, et al. Highly enantioselective alpha-chlorination of cyclic beta-ketoesters catalyzed by N,N'-dioxide using NCS as the chlorine source. Chem Commun (Camb). 2010;46(8):1250-2.
Cai, Y., Wang, W., Shen, K., Wang, J., Hu, X., Lin, L., Liu, X., & Feng, X. (2010). Highly enantioselective alpha-chlorination of cyclic beta-ketoesters catalyzed by N,N'-dioxide using NCS as the chlorine source. Chemical Communications (Cambridge, England), 46(8), 1250-2. https://doi.org/10.1039/b922769e
Cai Y, et al. Highly Enantioselective Alpha-chlorination of Cyclic Beta-ketoesters Catalyzed By N,N'-dioxide Using NCS as the Chlorine Source. Chem Commun (Camb). 2010 Feb 28;46(8):1250-2. PubMed PMID: 20449266.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective alpha-chlorination of cyclic beta-ketoesters catalyzed by N,N'-dioxide using NCS as the chlorine source. AU - Cai,Yunfei, AU - Wang,Wentao, AU - Shen,Ke, AU - Wang,Jun, AU - Hu,Xiaolei, AU - Lin,Lili, AU - Liu,Xiaohua, AU - Feng,Xiaoming, Y1 - 2010/01/22/ PY - 2010/5/8/entrez PY - 2010/5/8/pubmed PY - 2010/7/29/medline SP - 1250 EP - 2 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 46 IS - 8 N2 - A simple and highly efficient N,N'-dioxide organocatalyst system was developed for the asymmetric alpha-chlorination of cyclic beta-ketoesters using easily available NCS as the chlorine source to provide a series of optically active alpha-chloro-beta-ketoesters in excellent yields with 90-98% ee. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/20449266/Highly_enantioselective_alpha_chlorination_of_cyclic_beta_ketoesters_catalyzed_by_NN'_dioxide_using_NCS_as_the_chlorine_source_ L2 - https://doi.org/10.1039/b922769e DB - PRIME DP - Unbound Medicine ER -