Module I Oxidation Reactions - NPTel
Module I Oxidation Reactions - NPTel
Module I Oxidation Reactions - NPTel
You also want an ePaper? Increase the reach of your titles
YUMPU automatically turns print PDFs into web optimized ePapers that Google loves.
NPTEL – Chemistry – Reagents and Organic reactions<br />
The use of tertiary amine such as triethyl amine or pyridine enhances the rate of<br />
reaction (Scheme 2).<br />
OsO 4, Pyridine<br />
K2CO3, KOH<br />
Et2O, 30 min<br />
Scheme 2<br />
Catalytic amount of OsO4 can be used along with an oxidizing agent, which<br />
oxidizes the reduced osmium(VI) into osmium(VIII) to regenerate the catalyst. A<br />
variety of oxidizing agents, such as hydrogen peroxide, metal chlorates, tert-butyl<br />
hydroperoxide, N-methylmorpholine-N-oxide, molecular oxygen, sodium<br />
periodate and sodium hypochlorite, have been found to be effective (Scheme 3-<br />
7).<br />
O<br />
Me<br />
HO 2C<br />
Me<br />
CO 2H<br />
Me C8H17 Me<br />
Ph<br />
Me<br />
OsO 4, H 2O 2<br />
tert-BuOH, 12 h, rt<br />
OsO 4, H 2O 2<br />
tert-BuOH, 24 h, rt<br />
Scheme 3<br />
OsO 4, t-BuOOH<br />
t-BuOH, Et 4NOH<br />
OsO 4, t-BuOOH<br />
t-BuOH, Et 4NOH<br />
Scheme 4<br />
Joint initiative of IITs and IISc – Funded by MHRD Page 2 of 122<br />
O<br />
OH<br />
OH<br />
HO OH<br />
HO 2C<br />
Me<br />
Me<br />
Ph<br />
Me<br />
HO OH<br />
OH OH<br />
CO 2H<br />
OH<br />
OH<br />
Me C8H17 Me
Change language