Diastereoselective Gold(I)-Catalyzed [2+2+2] Cycloaddition of Oxo-1,5-enynes

Antonio Echavarren describes the diastereoselective Au(I)-catalyzed [2+2+2] cycloaddition of oxo-1,5-enynes.

The activation of alkynes towards nucleophilic addition employing gold salts and complexes has become a powerful and versatile tool for the construction of C–C and C–heteroatom bonds. In particular, the reaction of alkynes with alkenes has been studied extensively, and the intramolecular reactions of 1,n-enynes has led to the development of novel methods and strategies to construct new rings and complex polycycles. 

In this context, the group of Professor Antonio Echavarren at the Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology (Spain) recently reported the application of this strategy to a formal [2+2+2] cycloaddition of oxoenynes which was now applied to O-protected homopropargylic and allylic oxo-1,5-enynes. 

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