| | 1 | Author
| M. Fernanda, N. N. Carvalho3, ArmandoJ L Pombeiro3, Gabriele Wagner3, Bj0m Pedersenb, Rudolf Herrmann | Requires cookie* | | | Title
| Cascade Reaction of Camphor-Derived Diynes with Transition Metal Compounds  | | | | Abstract
| Platinum(II) catalyzes the isomerization o f camphor sulfonamide diynes in a cascade reaction involving annulation o f a five-membered ring to the camphor skeleton, ring-enlargement by C-C bond cleavage, reduction o f sulfur(VI) to sulfur(IV), and oxidation o f a hydroxy group to a ketone. The reactions o f the diynes with other transition metal compounds were also studied. Copper, gold and rhenium give final products similar to those obtained with simple Br0nsted acids or halogens, mainly by annulation o f a five-membered ring to the camphor moiety, accompanied by reduction o f a sulfonamide to a sulfinamide group, but lacking the ring-enlargement step. Palladium(II) occupies an intermediate position as both types o f products are obtained. The reaction mechanism and intermediates are discussed. | | | |
Reference
| Z. Naturforsch. 54b, 725—733 (1999); received March 18 1999 | | | |
Published
| 1999 | | | |
Keywords
| Camphor Diyne, Ring Enlargement, Transition Metals, Catalysis, Alkyne | | | |
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| default:Reihe_B/54/ZNB-1999-54b-0725.pdf | | | | Identifier
| ZNB-1999-54b-0725 | | | | Volume
| 54 | |
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