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 />
Ph<br />
OH<br />
OH<br />
Mn(OAc) 3 (6 equiv)<br />
20 mol% DDQ<br />
CH 2Cl 2, rt<br />
Mn(OAc) 3 (6 equiv)<br />
20 mol% DDQ<br />
CH 2Cl 2, rt<br />
Scheme 1<br />
2.1.2.3 <strong>Oxidation</strong> of Sulfides to Sulfoxides<br />
<strong>Oxidation</strong> of sulfides to sulfoxides is one of the important transformations in<br />
organic synthesis. Sulfides could be selectively oxidized to sulfoxides in good<br />
yields with hydrogen peroxide in the presence of a manganese(III) Schiff-base<br />
complex 1 under ambient conditions (Scheme 2).<br />
S Me Catalyst 1<br />
H 2O 2, AcOH<br />
O<br />
S<br />
Me<br />
Scheme 2<br />
2.1.2.4 Asymmetric Epoxidation of Alkenes<br />
Joint initiative of IITs and IISc – Funded by MHRD Page 14 of 122<br />
Ph<br />
O<br />
N N<br />
Mn<br />
O O<br />
Catalyst 1<br />
O<br />
+<br />
ClO 4 -<br />
Jacobsen and Katsuki groups have explored asymmetric expoxidation of<br />
unfunctionalized alkenes using chiral Mn(III)-salen complexes in the presence of<br />
terminal oxidants such as PhIO and NaOCl (Scheme 3-4). The most interesting<br />
feature of the reaction is that simple alkenes are oxidized with high asymmetric<br />
induction. This process has now been extensively used in pharmaceutical<br />
industries.
Change language