156332-23-9Relevant academic research and scientific papers
Synthesis of complex allylic esters via C-H oxidation vs C-C Bond formation
Vermeulen, Nicolaas A.,Delcamp, Jared H.,White, M. Christina
, p. 11323 - 11328 (2010)
A highly general, predictably selective C-H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (16 examples, E/Z ≤ 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C-H oxidation vs C-C bond-forming methods are evaluated and discussed in four case studies.
