Oxidation and Reduction Reactions and Reactants

1) PBr3 in Pyridium

2) Na—x

1) TsCl in Pyridium

2) Na—x

NaOH + Sn2 conditions

H2O + SN1 Conditions

H2SO4, H2O

1) BH3, THF

2) H2O2, NaOH, H2O

1) BH3, THF

2) H2O2, NaOH, H2O

H2SO4, H2O

(or LiBH4) NaBH4 and MeOH

OR

1) LiAlH4

2) Dil acid

(or LiBH4) NaBH4 and MeOH

OR

1) LiAlH4

2) Dil acid

1) LiAlH4

2) Dil acid

1) LiAlH4

2) Dil acid

Catalyst, O5O4, NMnO

1) MCPBA

2) H3O+

1) R’’—Mg—X

2) Dil acid

CrO3

Acetone

Dil H2SO4

CrO3

Acetone

Dil H2SO4

CrO3

Acetone

Dil H2SO4

PCC

Corey Subs PCC looks like?

PCC

DMP

DMP

DMP

H2SO4, heat

POCl3, Et3N (TEA)

POCl3 TEA

SOCl2 in Pyridine

SOCl2 in pyr

SOCl in pyr

PBr3 in pyr

PBr3 in pyr

TsCl in pyr

TsCl in pyr

stereoschem is scrambled

HCl (conc), heat

HBr (Conc), heat

Na—X

Na—X

and TEA (Et3N)

and AlCl3

and AlC3

TIPS—Cl

1) Na + and H-

2) R’—X

1) Na + and H-

2) Me—X

H2SO4, H2O

MeOH, H2O

O2

O2

O2

MCPBA

Or

1) X2 (Cl or Br)

2) NaH