Corey-Kim reaction

Crich, D., Neelamkavil, S. The fluorous Swern and Corey-Kim reactions scope and mechanism. Tetrahedron 2002, 58, 3865-3870. 

The Corey-Kim reaction is different from DMSO-based oxidations in that the first step is an oxidation of dimethyl sulfide, rather than activation of DMSO. The active oxidizing agent, however, is the chlorosulfonium ion analogous to the Swern oxidation. 

The same research group also utilized the Corey-Kim reaction to prepare aldehyde 30 from alcohol 29 in the total synthesis of polyhydroxylated indolizidine alkaloid castanospermine (31) and its C-6 epimer.7... 

The [2 + 2]-cycloaddition reaction was used to explore synthetic routes toward key intermediates that could be applied in carbapenem antiobiotic synthesis and in the preparation of such intermediates, chemists at the Sagami Research Institute utilized the Corey-Kim reaction.8 In this example, secondary alcohol 32 was converted to ketone 33 in 95% yield. 

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