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Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones.
Org Biomol Chem. 2008 Jan 21; 6(2):349-53.OB

Abstract

The highly enantioselective Michael addition of malononitrile to acyclic and cyclic alpha,beta-unsaturated ketones has been developed. The Michael reaction catalyzed by a primary amine derived from quinidine proceeded smoothly and provided the desired adducts with excellent enantioselectivities (83-97% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Li X
National Engineering Research Center of Chiral Drugs and Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, The Chinese Academy of Sciences, Chengdu 610041, China.
Cun L
No affiliation info available
Lian C
No affiliation info available
Zhong L
No affiliation info available
Chen Y
No affiliation info available
Liao J
No affiliation info available
Zhu J
No affiliation info available
Deng J
No affiliation info available

MeSH

AminesCatalysisKetonesMolecular ConformationNitrilesStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

18175004

Citation

Li, Xuefeng, et al. "Highly Enantioselective Michael Addition of Malononitrile to Alpha,beta-unsaturated Ketones." Organic & Biomolecular Chemistry, vol. 6, no. 2, 2008, pp. 349-53.
Li X, Cun L, Lian C, et al. Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones. Org Biomol Chem. 2008;6(2):349-53.
Li, X., Cun, L., Lian, C., Zhong, L., Chen, Y., Liao, J., Zhu, J., & Deng, J. (2008). Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones. Organic & Biomolecular Chemistry, 6(2), 349-53. https://doi.org/10.1039/b713129a
Li X, et al. Highly Enantioselective Michael Addition of Malononitrile to Alpha,beta-unsaturated Ketones. Org Biomol Chem. 2008 Jan 21;6(2):349-53. PubMed PMID: 18175004.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones. AU - Li,Xuefeng, AU - Cun,Lingfeng, AU - Lian,Chunxia, AU - Zhong,Ling, AU - Chen,Yingchun, AU - Liao,Jian, AU - Zhu,Jin, AU - Deng,Jingen, Y1 - 2007/12/03/ PY - 2008/1/5/pubmed PY - 2008/4/4/medline PY - 2008/1/5/entrez SP - 349 EP - 53 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 6 IS - 2 N2 - The highly enantioselective Michael addition of malononitrile to acyclic and cyclic alpha,beta-unsaturated ketones has been developed. The Michael reaction catalyzed by a primary amine derived from quinidine proceeded smoothly and provided the desired adducts with excellent enantioselectivities (83-97% ee). SN - 1477-0520 UR - https://www.unboundmedicine.com/medline/citation/18175004/Highly_enantioselective_Michael_addition_of_malononitrile_to_alphabeta_unsaturated_ketones_ DB - PRIME DP - Unbound Medicine ER -