Millington, EL, Dondas, HA, Fishwick, CWG orcid.org/0000-0003-1283-2181 et al. (2 more authors) (2018) Catalytic bimetalic [Pd(0)/Ag(I) Heck-1,3-dipolar cycloaddition cascade reactions accessing spiro-oxindoles. Concomitant in situ generation of azomethine ylides and dipolarophile. Tetrahedron, 74 (27). pp. 3564-3577. ISSN 0040-4020
Abstract
Spiro-oxindoles, epi-Spirotryprostatin A and its analogues were prepared from a tactical combination of cascade catalytic bimetallic Pd (0)/Ag(I), intramolecular Heck and subsequent imine → azomethine ylide → 1,3-Dipolar cycloaddition reactions. The cascade features in situ generation of azomethine ylides and dipolarophiles and produces two new rings together with three stereocentres in good to excellent yields.
Metadata
Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2018 Elsevier Ltd. This is an author produced version of a paper published in Tetrahedron. Uploaded in accordance with the publisher's self-archiving policy. |
Keywords: | Spirotryprostatins; Spiro-oxindole; Heck reaction; Peterson olefination; Imine; Azomethine ylide; 1,3-Dipolar cycloaddition cascade |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 12 Jul 2018 11:09 |
Last Modified: | 24 May 2019 00:43 |
Status: | Published |
Publisher: | Elsevier |
Identification Number: | https://doi.org/10.1016/j.tet.2018.05.017 |