1245616-70-9Relevant articles and documents
Gold(I)-catalysed cycloisomerisation of 1,6-cyclopropene-enes
Miege, Frederic,Meyer, Christophe,Cossy, Janine
, p. 7810 - 7822 (2012)
The gold(I)-catalysed cycloisomerisation of appropriately substituted 1,6-cyclopropene-enes proceeds through regioselective electrophilic ring opening of the three-membered ring to generate an alkenyl gold carbenoid that achieves the intramolecular cyclopropanation of the remote olefin. This strategy allows straightforward, highly efficient and diastereoselective access to a variety of substituted 3-oxaand 3-azabicycloachtungtrenung[4.1.0]heptanes, as well as to bicycloachtungtrenung[4.1.0]heptan-3-ol derivatives. Since the isopropylidene group in the resulting cycloisomerisation products can be subjected to ozonolysis, 3,3-dimethylcyclopropenes behave as interesting surrogates for a-diazoketones.