Mozingo reduction

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The Mozingo reduction, also known as Mozingo reaction or thioketal reduction, is a chemical reaction capable of fully reducing a ketone or aldehyde to the corresponding alkane.[1] The reaction scheme is as follows:[2]


A thioketal is first produced by reaction of the ketone with an appropriate thiol. The product is then hydrogenolyzed to the alkane, using a Raney nickel catalyst. This method is much milder than either the Clemmensen or Wolff-Kishner reductions, which employ strongly acidic or basic conditions, respectively, that might interfere with other functional groups present in the molecule.[3]

See also

References

  1. ↑ Francis A. Carey; Richard J. Sundberg (2007). Advanced Organic Chemistry: Reactions and synthesis. Springer. pp. 452–454. ISBN 9780387683508. 
  2. ↑ Jonathan Clayden; Nick Greeves, Stuart Warren (2012). Organic Chemistry (2 ed.). Oxford University Press. ISBN 9780199270293. 
  3. ↑ Mithcell, Reginald; Lai, Yee-Hing (1980). "The neutral deoxygenation (reduction) of aryl carbonyl compounds with raney-nickel. an alternative to the clemmenson, wolf-kishner or mozingo (thioketal) reductions". Tetrahedron letters (Elsevier) 21 (27): 2637–2638. doi:10.1016/S0040-4039(00)92825-9. Retrieved 2012-05-11. 
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