Tetrabromoepifenchone: a convenient precursor for the synthesis of chiral bicyclo[2.2.1]heptane and bicyclo[2.1.1]hexane derivatives

Add time:08/07/2019    Source:sciencedirect.com

The regiospecific reduction and Favorskii rearrangement of enantiopure tetrabromoepifenchone, which could be easily obtained by bromination of camphor, have been investigated. The selective formation of new functionalized chiral bicyclo[2.2.1]heptane and bicyclo[2.1.1]hexane derivatives in good yield has been demonstrated. Our approach provides a simple pathway for the large-scale synthesis of a wide range of novel functionalized bicyclic terpenoids starting from easily available camphor.

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