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Organocatalytic asymmetric allylic alkylation of oxindoles with Morita-Baylis-Hillman carbonates.
Chem Commun (Camb). 2009 Jul 14CC

Abstract

The organic Lewis base-catalysed asymmetric allylic alkylation of 3-substituted oxindoles with Morita-Baylis-Hillman carbonates is reported, affording multifunctional oxindoles with adjacent quaternary and tertiary chiral centres (dr up to 92 : 8, 86-97% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Jiang K
Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, China.
Peng J
No affiliation info available
Cui HL
No affiliation info available
Chen YC
No affiliation info available

MeSH

AlkylationAllyl CompoundsCarbonatesCatalysisCinchona AlkaloidsIndolesMolecular StructureOxindolesStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

19662264

Citation

Jiang, Kun, et al. "Organocatalytic Asymmetric Allylic Alkylation of Oxindoles With Morita-Baylis-Hillman Carbonates." Chemical Communications (Cambridge, England), 2009, pp. 3955-7.
Jiang K, Peng J, Cui HL, et al. Organocatalytic asymmetric allylic alkylation of oxindoles with Morita-Baylis-Hillman carbonates. Chem Commun (Camb). 2009.
Jiang, K., Peng, J., Cui, H. L., & Chen, Y. C. (2009). Organocatalytic asymmetric allylic alkylation of oxindoles with Morita-Baylis-Hillman carbonates. Chemical Communications (Cambridge, England), (26), 3955-7. https://doi.org/10.1039/b905177e
Jiang K, et al. Organocatalytic Asymmetric Allylic Alkylation of Oxindoles With Morita-Baylis-Hillman Carbonates. Chem Commun (Camb). 2009 Jul 14;(26)3955-7. PubMed PMID: 19662264.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Organocatalytic asymmetric allylic alkylation of oxindoles with Morita-Baylis-Hillman carbonates. AU - Jiang,Kun, AU - Peng,Jing, AU - Cui,Hai-Lei, AU - Chen,Ying-Chun, Y1 - 2009/05/29/ PY - 2009/8/8/entrez PY - 2009/8/8/pubmed PY - 2009/9/26/medline SP - 3955 EP - 7 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) IS - 26 N2 - The organic Lewis base-catalysed asymmetric allylic alkylation of 3-substituted oxindoles with Morita-Baylis-Hillman carbonates is reported, affording multifunctional oxindoles with adjacent quaternary and tertiary chiral centres (dr up to 92 : 8, 86-97% ee). SN - 1359-7345 UR - https://www.unboundmedicine.com/medline/citation/19662264/Organocatalytic_asymmetric_allylic_alkylation_of_oxindoles_with_Morita_Baylis_Hillman_carbonates_ L2 - https://doi.org/10.1039/b905177e DB - PRIME DP - Unbound Medicine ER -