Malaprade reaction

In organic chemistry, the Malaprade reaction or Malaprade oxidation is a reaction that converts vicinal diols by periodic acid or a periodate salt to give a pair of carbonyl derivatives.{{cite journal |author=Christopher R. Schmid, Jerry D. Bryant|doi=10.15227/orgsyn.072.0006 |title=D-(R)-Glyceraldehyde Acetonide |journal=Organic Syntheses |date=1995 |volume=72 |page=6 }}{{cite book|title= Comprehensive Organic Name Reactions and Reagents| chapter= 406. Malaprade Reaction (Malaprade Oxidation) |pages= 1807–1810 |doi= 10.1002/9780470638859.conrr406 |publisher= Wiley |year= 2010 }} The reaction was first reported by Léon Malaprade in 1928.{{cite journal|author=L. Malaprade|journal=Bull. Soc. Chim. France|volume=43|page=683|year= 1928 |title=Action of polyalcohols on periodic acid}}{{cite journal |author=L. Malaprade|journal=Compt. Rend.|volume=186|page=382|year=1928 |title=Oxidation of some polyalcohols by periodic acid-applications}}

Amino alcohols are also cleaved.{{cite journal |doi=10.1021/ja01875a521 |title=The action of periodic acid on α-amino alcohols |date=1939 |last1=Nicolet |first1=Ben H. |last2=Shinn |first2=Leo A. |journal=Journal of the American Chemical Society |volume=61 |issue=6 |page=1615 }}

:File:Malaprade.svg

In terms of mechanism, the reaction is assumed to proceed by formtion cyclic diester of iodine(VII).{{March6th|page=1732-1734}}