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The livinghouse catalytic approach to the tandem Pauson-Khand reaction. Entry into the parent ring systems of dicyclopenta[a,f]pentalene and dicyclopenta[a,e]pentalene

✍ Scribed by Scott G. Van Ornum; Michelle M. Bruendl; James M. Cook

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
111 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The first photochemically-mediated catalytic tandem Pauson-Khand reaction has permitted the preparative scale synthesis of the parent ring systems 4 and 6 of dicyclopenta[a,f]pentalene 1 and dicyclopenta[a,e]pentalene 2, respectively.

πŸ“œ SIMILAR VOLUMES

Formation of six carbon-carbon bonds in
Formation of six carbon-carbon bonds in a one pot process. Generation of the dicyclopenta[a,e]pentalene ring system via the tandem Pauson-Khand reaction
✍ Scott G. Van Ornum; James M. Cook πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 108 KB

The regiospecific synthesis of the four five-membered rings of a suitably functionalized parent system 11 of dicyclopenta[a,e]pentalene 2 has been accomplished via a tandem Pauson-Khand reaction in a one pot process.

Studies on the Rh and Ir mediated tandem
Studies on the Rh and Ir mediated tandem Pauson–Khand reaction. A new entry into the dicyclopenta[a,d]cyclooctene ring system
✍ Hui Cao; Sreenivasa R. Mundla; James M. Cook πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 137 KB

Rh-mediated tandem Pauson-Khand reaction has been developed to provide the desired diastereomer 8a in a 7:1 ratio over the undesired isomer(s), and this has been converted into the [5.8.5] system 11 to provide a potential new route to the ophiobolins.