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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
267112
Sigma-Aldrich
Palladium, wire, diam. 1.0 mm, 99.9% trace metals basis
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348694
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348643
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348678
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464651
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203998
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267082
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267120
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287474
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326666
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203939
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373206
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686468
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GF84888297
Palladium, microfoil, disks, 25mm, thinness 0.25μm, specific density 303.4μg/cm2, permanent mylar 3.5μm support, 99.99%
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Palladium, foil, not light tested, 50x50mm, thickness 0.001mm, permanent polyester support, 99.75%
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Palladium, rod, 25mm, diameter 6.0mm, 99.95%
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Palladium, rod, 50mm, diameter 2.0mm, 99.95%
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Palladium, foil, not light tested, 50x50mm, thickness 0.025mm, as rolled, 99.99+%
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Palladium, foil, light tested, 25x25mm, thickness 0.075mm, as rolled, 99.95%
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Palladium, microfoil, disks, 50mm, thinness 0.05μm, specific density 63.6μg/cm2, permanent mylar 3.5μm support, 99.99%
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Palladium, foil, not light tested, 50x50mm, thickness 0.03mm, as rolled, 99.95%
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Palladium, rod, 50mm, diameter 4.0mm, 99.95%
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Palladium, foil, not light tested, 100x100mm, thickness 0.0125mm, 99.95%
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Palladium, microfoil, disks, 50mm, thinness 0.1μm, specific density 119.2μg/cm2, permanent mylar 3.5μm support, 99.99%
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Palladium, foil, not light tested, 100x100mm, thickness 0.025mm, as rolled, 99.95%
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Palladium, foil, not light tested, 25x25mm, thickness 0.0025mm, 99.95%
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Palladium, microfoil, disks, 50mm, thinness 0.25μm, specific density 303.4μg/cm2, permanent mylar 3.5μm support, 99.99%
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