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Asymmetric allylic alkylation of isatin-derived Morita-Baylis-Hillman carbonates with nitroalkanes.
Org Lett. 2012 Aug 03; 14(15):3955-7.OL

Abstract

A stereoselective allylic alkylation of isatin-derived Morita-Baylis-Hillman (MBH) carbonates with nitroalkanes has been developed. In the presence of 10 mol % β-isocupreidine (β-ICD), 3,3'-disubstituted oxindoles were prepared with moderate diastereoselectivities and excellent enantioselectivities.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Chen GY
Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543.
Zhong F
No affiliation info available
Lu Y
No affiliation info available

MeSH

AlkanesAlkylationCarbonatesCatalysisHydroxyquinolinesIndolesIsatinMolecular StructureNitro CompoundsOxindolesQuinuclidinesStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22830594

Citation

Chen, Guo-Ying, et al. "Asymmetric Allylic Alkylation of Isatin-derived Morita-Baylis-Hillman Carbonates With Nitroalkanes." Organic Letters, vol. 14, no. 15, 2012, pp. 3955-7.
Chen GY, Zhong F, Lu Y. Asymmetric allylic alkylation of isatin-derived Morita-Baylis-Hillman carbonates with nitroalkanes. Org Lett. 2012;14(15):3955-7.
Chen, G. Y., Zhong, F., & Lu, Y. (2012). Asymmetric allylic alkylation of isatin-derived Morita-Baylis-Hillman carbonates with nitroalkanes. Organic Letters, 14(15), 3955-7. https://doi.org/10.1021/ol301962e
Chen GY, Zhong F, Lu Y. Asymmetric Allylic Alkylation of Isatin-derived Morita-Baylis-Hillman Carbonates With Nitroalkanes. Org Lett. 2012 Aug 3;14(15):3955-7. PubMed PMID: 22830594.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric allylic alkylation of isatin-derived Morita-Baylis-Hillman carbonates with nitroalkanes. AU - Chen,Guo-Ying, AU - Zhong,Fangrui, AU - Lu,Yixin, Y1 - 2012/07/25/ PY - 2012/7/27/entrez PY - 2012/7/27/pubmed PY - 2012/12/12/medline SP - 3955 EP - 7 JF - Organic letters JO - Org Lett VL - 14 IS - 15 N2 - A stereoselective allylic alkylation of isatin-derived Morita-Baylis-Hillman (MBH) carbonates with nitroalkanes has been developed. In the presence of 10 mol % β-isocupreidine (β-ICD), 3,3'-disubstituted oxindoles were prepared with moderate diastereoselectivities and excellent enantioselectivities. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22830594/Asymmetric_allylic_alkylation_of_isatin_derived_Morita_Baylis_Hillman_carbonates_with_nitroalkanes_ L2 - https://doi.org/10.1021/ol301962e DB - PRIME DP - Unbound Medicine ER -