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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3055
Title: Synthesis of Chiral, Densely Substituted Pyrrolidones via Phosphine-Catalyzed Cycloisomerization
Authors: Trost B.M.
Gnanamani, Elumalai
Hung C.-I.J.
Kalnmals C.A.
Published in: Organic Letters
Abstract: Densely substituted chiral pyrrolidones are synthesized via phosphine-catalyzed cycloisomerization of enantioenriched ?-amino ynones, which are prepared in a single step using a highly enantioselective Zn-ProPhenol-catalyzed Mannich reaction. The exocyclic alkenes in the cyclization products provide versatile handles for further transformations and typically form with good E/Z selectivity. This cycloisomerization method can be performed in streamlined fashion, without purification of the intermediate Mannich adduct, and extends to anthranilic acid based scaffolds in addition to ProPhenol-derived Mannich adducts. © 2019 American Chemical Society.
Citation: Organic Letters (2019), 21(6): 1890-1894
URI: https://doi.org/10.1021/acs.orglett.9b00496
http://repository.iitr.ac.in/handle/123456789/3055
Issue Date: 2019
Publisher: American Chemical Society
ISSN: 15237060
Author Scopus IDs: 57217139833
35319775800
56768679500
56716397100
Author Affiliations: Trost, B.M., Department of Chemistry, Stanford University, Stanford, CA 94305, United States
Gnanamani, E., Department of Chemistry, Stanford University, Stanford, CA 94305, United States
Hung, C.-I.J., Department of Chemistry, Stanford University, Stanford, CA 94305, United States
Kalnmals, C.A., Department of Chemistry, Stanford University, Stanford, CA 94305, United States
Corresponding Author: Trost, B.M.; Department of Chemistry, Stanford UniversityUnited States; email: bmtrost@stanford.edu
Appears in Collections:Journal Publications [CY]

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