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  • Development of a second generation palladium-catalyzed cycloalkenylation and its application to bioactive natural product synthesis.

Development of a second generation palladium-catalyzed cycloalkenylation and its application to bioactive natural product synthesis.

Natural product communications (2013-08-29)
Masahiro Toyota
PMID23980435
ABSTRACT

A novel palladium-catalyzed intramolecular oxidative alkylation of unactivated olefins is described. This protocol was devised to solve one of the drawbacks of the original palladium-catalyzed cycloalkenylation that we developed. We call this new procedure the 'second generation palladium-catalyzed cycloalkenylation'. This protocol has been applied to the total syntheses of cis-195A, trans-195A, boonein, scholareins A, C, D, and alpha-skytanthine.

MATERIALS
Product Number
Brand
Product Description
686468
Sigma-Aldrich
Palladium, nanopowder, <25 nm particle size (TEM), ≥99.5%
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267082
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267112
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267120
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373206
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287474
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203998
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464651
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326666
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203939
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348694
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Palladium, wire, diam. 0.5 mm, 99.9% trace metals basis
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348643
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Palladium, foil, thickness 0.25 mm, 99.98% trace metals basis
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348678
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Palladium, foil, thickness 1.0 mm, 99.9% trace metals basis
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GF55924241
Palladium, foil, not light tested, 25x25mm, thickness 0.025mm, as rolled, 99.99+%
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Palladium, foil, not light tested, 25x25mm, thickness 0.006mm, 99.95%
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Palladium, foil, not light tested, 100x100mm, thickness 0.025mm, as rolled, 99.99+%
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Palladium, foil, light tested, 25x25mm, thickness 0.004mm, 99.95%
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Palladium, foil, 8mm disks, thickness 0.25mm, as rolled, 99.95%
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Palladium, foil, 8mm disks, thickness 0.50mm, as rolled, 99.95%
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Palladium, foil, light tested, 100x100mm, thickness 0.025mm, as rolled, 99.95%
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Palladium, foil, light tested, 100x100mm, thickness 0.025mm, as rolled, 99.99+%
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Palladium, foil, light tested, 100x100mm, thickness 0.047mm, as rolled, 99.95%
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Palladium, foil, 8mm disks, thickness 0.25mm, as rolled, 99.99+%
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Palladium, foil, 15mm disks, thickness 0.025mm, as rolled, 99.99+%
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Palladium, foil, 4mm disks, thickness 0.047mm, as rolled, 99.95%
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