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Catalytic Hypervalent Iodine Spirolacton-ization Using m-CPBA as Co-Oxidant
M. Uyanik, T. Yasui, K. Ishihara*
Nagoya University, Japan
23 August 2010 (online)
The development and implementation of an enantioselective catalytic oxidative spirolactonization is reported. The synthesis and screening of a number of flexible iodine precatalysts is described (leading to catalyst A as optimal) and the substrate scope is established (see Table). Subsequent derivatization to give the epoxyspirolactone was achieved through the use of an excess of the co-oxidant (m-CPBA, 5 equiv).