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
Item Type: | Article |
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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: | 10.1016/j.tet.2018.05.017 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:133142 |