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3
 (dba)3Pd2•CHCl3
(i-C3H7O)3P
→ O O
T -C2H5OH
20
OH HO O
O 72 %

4
 + C3H6
O

Sc(OTf)3 10 %( )
+
T -H 2O (9:1)

O
O

O
O
O
+ O2 + H2O

OH CO2H

CO, Pd

5
 R1 R1
OH O
Fe/ R2
R2

O O

H2
Pd-

H3C CH3
H
HOCH2 + Br
COOCH3 H2O
O In-

H3C CH3
COOCH3
HOCH2
+ HBr + OH–
OH

6
 O H O H

H OH H OH
Saccharomyces
HO H + HO H CH3CH2OH
H OH H OH
H OH CH2OH
CH2OH

7
 →

4000

3500

3000

2500

2000

1500

1000

500

0
H2O 3 - 2 - 2+ - 2 + - 2 +
2 3

8
 O
H2O2
CH CH C
MeOH .

O
CH CH C

X O
X
N2O
O
H2O2
R R
o
HOAc, 80 C

OH H2O2 O
TS-1 TS-1 —
N2O
CH3 CHO
Fe
O O2
NH3, H2O2 B- C Fe V Mo-
O NOH F, Cl
TS-1 NH F, Cl
ε
O
O2
β−
O

O2
O
Ac2O CH3 CHO
OCH3 CH3CO OCH3

R R
O2 CH3CHO OH
Pd-Hn V6Mo6O40
O OH OH
HO
O
HO O
OH OH OH OH OH
OH

9
 R' CHO
VO(OAc)2 , CH3COOH
o
H2O2, 70 C, 12
+ R'CHO
R R

OH O
OH OH

∼
→

10
 α =
∑
∑
η

η = η ⋅η =
∑
∑ + ∑ + ∑

[44] α η

ξ=
+

11
 5
ECH
CPL
4
MMA
3 DNT

2 CO/H2
/

NH3
1 MALA TDI
ADA Cl2 HDA
CO HCN DMC
0
-0,5 0,0 0,5 1,0 1,5 2,0 2,5

12