First total synthesis of two furanosesquiterpenes

Rajeev Menon and Martin Banwell at the Australian National University in Camberra have identified a novel and highly efficient Au (I) catalysed intramolecular Michael addition reaction that is a key step towards the first total synthesis of crassifolone and dihydrocrassifolone.

These two natural products can be extracted from the wood of the tree Myoporum Crassifolium that grows in Noumea, New Caledonia.  So now there is no need to go to this paradisiac beach to get these two natural products – you just need to get the white lab coat and safety googles on and go to the lab! 🙂

‘This unprecedent reaction may represent a useful new protocol for the construction of other terpenoids incorporating an annulated furan core’, say the authors of the paper.

Read it free to access until next year!

Total syntheses of the furanosesquiterpenes crassifolone and dihydrocrassifolone via an Au(I)-catalysed intramolecular Michael addition reaction
Rajeev S. Menon and Martin G. Banwell
Org. Biomol. Chem., 2010, 8, 5483-5485
DOI: 10.1039/C0OB00487A

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