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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
- Source :
- Tetrahedron. 74:3564-3577
- Publication Year :
- 2018
- Publisher :
- Elsevier BV, 2018.
-
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.
- Subjects :
- 010405 organic chemistry
Organic Chemistry
Imine
Azomethine ylide
010402 general chemistry
01 natural sciences
Biochemistry
Cycloaddition
0104 chemical sciences
Catalysis
chemistry.chemical_compound
chemistry
Cascade
Intramolecular force
Drug Discovery
1,3-Dipolar cycloaddition
Polymer chemistry
Bimetallic strip
Subjects
Details
- ISSN :
- 00404020
- Volume :
- 74
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........205a36f3742656d1d52cc9e2460b0c66
- Full Text :
- https://doi.org/10.1016/j.tet.2018.05.017