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Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins.
Beilstein J Org Chem. 2012; 8:1241-5.BJ

Abstract

The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita-Baylis-Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%).

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Authors+Show Affiliations

Zhang H
Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Zhang SJ
No affiliation info available
Zhou QQ
No affiliation info available
Dong L
No affiliation info available
Chen YC
No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

23019454

Citation

Zhang, Hang, et al. "Organocatalytic Asymmetric Allylic Amination of Morita-Baylis-Hillman Carbonates of Isatins." Beilstein Journal of Organic Chemistry, vol. 8, 2012, pp. 1241-5.
Zhang H, Zhang SJ, Zhou QQ, et al. Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins. Beilstein J Org Chem. 2012;8:1241-5.
Zhang, H., Zhang, S. J., Zhou, Q. Q., Dong, L., & Chen, Y. C. (2012). Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins. Beilstein Journal of Organic Chemistry, 8, 1241-5.
Zhang H, et al. Organocatalytic Asymmetric Allylic Amination of Morita-Baylis-Hillman Carbonates of Isatins. Beilstein J Org Chem. 2012;8:1241-5. PubMed PMID: 23019454.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins. AU - Zhang,Hang, AU - Zhang,Shan-Jun, AU - Zhou,Qing-Qing, AU - Dong,Lin, AU - Chen,Ying-Chun, Y1 - 2012/08/06/ PY - 2012/05/29/received PY - 2012/07/09/accepted PY - 2012/9/29/entrez PY - 2012/9/29/pubmed PY - 2012/9/29/medline KW - 2-oxindoles KW - Morita–Baylis–Hillman carbonates KW - allylic amination KW - asymmetric organocatalysis KW - quaternary chiral center SP - 1241 EP - 5 JF - Beilstein journal of organic chemistry JO - Beilstein J Org Chem VL - 8 N2 - The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita-Baylis-Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%). SN - 1860-5397 UR - https://www.unboundmedicine.com/medline/citation/23019454/Organocatalytic_asymmetric_allylic_amination_of_Morita_Baylis_Hillman_carbonates_of_isatins_ L2 - https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/23019454/ DB - PRIME DP - Unbound Medicine ER -