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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