105105-56-4Relevant articles and documents
Unexpected formation of bicyclo[3,3.1]nonenyl methanesulfonate from tricyclo[4.3.0.02,9]nonan-8-ol
Srikrishna,Vijaykumar
, p. 1015 - 1018 (2007/10/03)
Attempted methanesulfonylation reaction of the tricyclo[4.3.0.0 2,9]nonan-8-ol 8 under standard conditions led to the selective cleavage of the C1-C9 cyclopropane bond resulting in the formation of bicyclo[3.3.1]non-2-en-9
The claisen rearrangement in synthesis: Acceleration of the johnson orthoester protocol en route to bicyclic lactones
Jones, Graham B.,Huber, Robert S.,Chau, Sotheary
, p. 369 - 380 (2007/10/02)
Catalysis of the Claisen orthoester rearrangement of triethyl orthoacetate and a number of 2-cycloalken-1-ols has been achieved using acidic catalysis and brief microwave thermolysis in DMF. Unlike conventional methods of thermolysis, very high yields of rearranged products are typically obtained in less than ten minutes, and the Claisen products themselves require no further purification. The synthetic utility of the products so obtained is demonstrated in a general synthesis of functionalized bicyclic lactones.
