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3-Methylbutanal is the source of the corresponding hydroperoxide, which
is the active oxidant in the reaction.
10.3 Pinanediols
In the presence of a 3-fold excess of sacrificial 2-methylpropanal,
effects the aerobic oxidative cleavage (Figure 57) of (+)- and (-)-
pinanediols (PDa,b) to the enantiomerically pure (+)- and (-)- cis -pinonic
acids (PAa,b) 167 . In 1,2 dichloroethane at room temperature, 88% yield was
observed in a reaction time of 6 hours.
A variety of secondary and benzylic alcohols can be oxidized by in
the presence of 2-methylpropanal, a sacrificial aldehyde 168,169 both in the
presence and absence of a metal catalyst in a homogeneous phase. The
results are compared in Figure 58. is the most efficient catalyst
as compared with Cu, Ni, Pd, Fe, Mn acac complexes. Depending on the
substrate, yield enhancements by a factor of 1.5 - 24 are observed for
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