Phosphorous reactants

NOH 1¥, NBR

or Pcb , PI3 5002
,

mechanism :

Toit ~j① -
H

FG
→
- '

Ip -
Br → ABR
of
① Br l
Br p Br
-
-

Br
l ?
Br

Epoxides
acidic Basic
o,
OH
B
FIT ! %§£B !
t3 A
-

i '
"
2- Hzsoy outs H3O④ 7- "
OCHS
( cat .
)

Acidimeter:

÷.¥¥i÷ ÷E÷¥hi:i¥* +0,HT011-13 011-13

OH

.
-

attacks more substituted side

H3

Basicmecnanism
④ -0
-

Attacks less substituted side

÷¥a:*:* :÷i÷
Na OCHS
.

Oxidation

some
'i÷÷nµo {
"

it .÷÷
"" "
.
oonmesagxioaiiaeaiaonnasi.EE
.

mechanism : A

OH
÷÷÷:÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷÷±÷:
OHHHH
:
÷ H
#
⑦ ↳ It ,
H2S04
.

method2ipccorcr03.pl# to'T
go
④T
go
NOH yo
FEITEIL," 4 Seul IK ,
't
O

I,
o-i-o.ir -
c
~
8- c'r -
C
11
°

If

o÷÷ei→i÷i÷oo→
mechanism :

no → iii.
Methods : swern

10 20

?_?
"
Nathanson,
2. NET 's
to nme7;" to
 ( swern )

:¥÷i÷÷:÷i¥:*
:*
"

nai:*.si :
mechanism : C
-
a
""
i -
* Gt3
its
'

:NE⑦A④
"
o
'S ¥ IT
'
ON ←
①

? ④←
~
'cHs←
←
f
-

the
'
"
f at
+

*
Hzc Htt H H , ,①
↳
-

Reduction
NABHy : reduces aldehydes +
ketones Li Al Hy :
reduces all carbonyl

;÷¥
÷ ,
tenant .

or din ;÷¥¥ B"

.
'
.
tenant .

aldehyde or ketone
or or CHZOH

mechanism :
H

H tenant .

"

in :÷÷÷i a i'
"'

tenant .
in .
tenant .

or aldehyde

mechanism :

'

Grignard

~Br¥f~m ni÷: .

Acetal lketal
Reverse :

19, TsOHlstrongaci
" OR
✓
+
H2O

¥!
, " o

) Cketal)
If
'
HOR ( or HSR '

↳ or I

( hemi -

retail
mechanism :

noise'¥:
"'

,oµ
→

( hemi
-
acetal )

outs

''
+ Heo

mechanism :

t
 M
O O
+ H2O
#
Reverse :

M H2O
O

O o
- H
X Hzsoy
A

mechanism :

EEE
"

Imine

1K¥12 if "tH20 ,

mechanism :
"
"

a
in
( nemi -

amiral ) ( imine)

Reversible :

we:i÷÷rk .

Mechanism :

n' i'
' '

n'
"
ri .

"