
Ọ
Ế
Ứ
Ả
Ậ
Ọ
I.
!"#
$
%&'('%%)*%%!+,!-./!012345$
6%728'9:!+,!%;23…
%&28 %*%=)%%>2+.'9?-%>2+$
RC
O
OR'
*%=(7π2@ABC+D!=(@EF"
G=B= %>2+H= -%
A'IJ*.'*K9L+1M%!#2IN!@O%M
>;2I$
•PE1QR
S%2IJ-%R
T ACC TU C
− − + −
!
+
→
←
T ACC T U C
− + −
S%2IJ(%DRE-./'"
T ACC TU C
−
− − +
→
T ACC TU C
−
− + −
!"#
V%1Q'
$
R
W X W X Y
T ACC A YC T ACC A C C
− − + → − + +
V%1QF >;+%)R

Ọ
Ế
Ứ
Ả
Ậ
Ọ
Z
Y
T ACC A A C T ACC A A C
− − = + → − + − =
+ NaOH R-COONa + R'-C-CH
3
t
o
O
R-COO-C=CH
2
R'
•PE(3R
RC
O
OR'
LiAlH
4R CH2OH R OH
+'
•
%&#
'
'()*%+
@&E
FN%%>2!*$$$".E2O5% %>2+$
,-./
• TACCHT[C
Y \
]C >;!
→
←
TACCT[
Y
C
S Q+^'_1&9`%D2!=*19I-%
;*.I>&'2(K%a5"$
•P*(E'N%'-%!bE
'N%'
)01
1
$)02
W X
A C
H
T A C A T
cc cc
C C
− − − −
→
W X
T ACC A
− −
HTdACC
345
e9O*.9%!f%M!9g!(9'!'9g!
9I50$SF @O%MhE>I59O2%)i
0.j0$
6&78
d k%% *. ' 5 M l R +,! '! 2%!
*%%$$$
G2IM2m4b-,
*9
dA+,*.2%*%-2*N%'-%+-1*%@A
9.%IJ
≥
A
Y
"(Q'!_%*.2%*%-2%$
*9#

Ọ
Ế
Ứ
Ả
Ậ
Ọ
n
CH
2
CH
CH
2
OOC R
1
OOC
OOC R
3
R
2
!"#
dA+,2o"R17' -%+,$
dA+,*K9"R17' -%+,($
dV2IN!9L29%M$
dPE1Q2%2IJ-%Rp!p`"
→
*%-2*.'-%+,$
dPE1Q2%2IJ(%DR!F%D"
→
*%-2*. %2%1(*%'-%+,*.
0:;2
$
dPE%>2'R
$$!%!%
CH
2
CH
CH
2
OOC
OOC C
17
H
33
C
17
H
33
H
2
+
Ni,t
o
CH
2
CH
CH
2
OOC C
17
H
35
OOC C
17
H
35
OOC C
17
H
33
OOC C
17
H
35
&'(
&')
d PE -% ' R A +, >& *Q 2 ( (#! m ' -%
(+`-%'p.'>%@O%(@`$
*+,-
H
*. / 01
*.
( 8$8 6<=
9O >& -. / '
2%*%-2%.2/-%+,i9@2+,$
2*./
*.
(8$86<=
9O>&2/-%+,i9
@2+,$
,>);?:45
d]i1&'+,2M&

Ọ
Ế
Ứ
Ả
Ậ
Ọ
Yq
A+,
+,
*%-2*
2F
AC
Y
A+,
.2F
7+.
r*I5
o
9i2
d 9: R O >& E - -. /! *%-2*! 9g! j 0!
4!i0$$$
V'%%) A%;23*.'(%9O@?AAm*.'
7+02='p2.%+EN%+0
PQ*% B:;
S %
H
.V
H
'-%+,
C)DE
S % (1* s! (1*
s 1 (1*
+ts
u;>%&
uIINdu%(`IN uIINdu%(`IN
v>%&
Q1 % 9! ( Q1
%L % 2IJ +` % (0
Q1"
O>I52INm
#(7N%A
YH
!S
YH
I5
>%&
V9O>I52IN
m(7N%A
YH
!S
YH
V +` % (0 Q 1
→
Q1%L%2IJ
wA01.R@E'_N%+0$
GIJ*.'@#-%'IRINx%!IN*!(#]C
Y
!$$$
!"#$%&
F($7G&$)*
dA1&%>2+.(.MR
HPIM'>D%>2'R
Y Y Y
-! -! -!
Y W Y Y Y Y Y
\
2" (" (" (>%"
A A A A
− + −
− − −
← → →
HPIM'2(%R
Y Y
A
+
-!
→
- Y- Y 1 Y1
A A
+
+
-H1B"
dA1&%>2+(.M.R

Ọ
Ế
Ứ
Ả
Ậ
Ọ
Y
Y Y
Y Y
P9 y P+AC ! %!
T A A T T A A T T A A T
+ +
− ≡ − → − = − → − − −
%!
Y W Y Y
2 -%*(
A A
−
+ →
F($7G)*?:4H00
!"#$%&%
dC-%'%>2+z>%D(%)#5R
-!
Y Y Y Y
X
T A A TU C T ACC TUACC C
Y
− − − + → − + +
d%>2'(%R
Y
! !
Y
A A C A A C
+ +
≡ + → − =
A'(%('(%FIN2-{|h1S%"R
Y
! !
Y Y
T A TU C T A A T U
cc
C
+ +
− ≡ − + → − − −
'($%)
Y
Y
} C
" C!
T T } T C
+ +
− → − → −
Y
}C
~ !
•2 •2 } •2 C •2 C
+
++
− → − → − → −
#$%)#
dG'IN€*.(R{|h1•%-
Y \
]C !q A
→
T A
A
C
A
T
U
T‚ T A
A A
T
U
T‚ H
Y
C
dG'}€9?-*.(R{|h1•%-
Y X
VC
A C!
→
T A
A
}
A
T
U
T‚ T A
A A
T
U
T‚ H }
*$%&%
dPIM'-%'HAC!C
Y
!ĥ
"
Y
„C!AC"
Y
!
"R
HC-%'…*+p>I5>%-%'>I5-%"