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IV · · . 1 3

IV ·
( ­ 180 .)

( 250 )
? (), . -:

1

(500 MHz, CDCl3):


IV · · . 2 3

13

C (125 MHz, CDCl3):

- (70 eV +EI):

.


IV · · . 3 3

D ( 450 )
PGE1 , :
O




O (CH2)7OH



O HO (CH2)4CH HO
3

(CH2)4CH HO

3

(), (E)-1--1--3- , .

E ( 400 )
1870 . 1959 , . , 1994 ­ 2002 ., . , , . , : "The degree of attention which has been lavished by many laboratories on total syntheses of A surely did not arize from any documented information suggesting that this alkaloid might have valuable properties.Actually, reports concerning any biological activity associated with A are at least sketchy and often anecdotal in style. Rather, the attraction of A as a target in total synthesis has been driven by its fascinating three-dimentional architecture. It is in the solution of such problems that much new chemistry is often learnt." . ( 3).


IV · · . 1 9



, :

-:

1H NMR :

13 NMR :

() :


IV · · . 2 9



D
PGE1:


IV · · . 3 9



E


1

2

3

C11H16O

2

C11H16O

2

C18H21NO3

4

5

6

C18H21NO4

C19H21NO

4

C19H23NO

4

7
NO
2

8

9

O

H

OH OH

C19H25NO

5

C19H23NO

4

C15H15NO

4

10

11

12

C15H13NO

4

C19H19NO

5

C17H17NO

4


IV · · . 4 9



13

14

15

C21H23NO

5

C19H19NO

5

C20H22N2O5

16

17
H NO2

18

N O O O O

C20H22N2O

5

C25H30N2O

6

C27H32N2O

8

19

20

21

C35H40N2O

8

C33H38N2O7

C37H45N3O7

22

23

24

C35H38N2O

7

C30H32N2O

6

C30H30N2O

5


IV · · . 5 9





25

26

27

C30H30N2O7

C36H44N2O7Si

C35H42N2O6Si

28

29

30

C29H28N2O6

C29H28N2O

6

C21H22N2O

4

TS

C20H22N2O2


IV · · . 6 9





1

2

3

C20H36O3Si

C21H36O3Si

C19H35NOSi

4

5

6
O O N O

Br

H

C12H16N2O

C13H17NO

3

C13H16BrNO3

7

8

9

C13H16BrNO3

C15H17BrF3NO6S

C16H20BrNO5

10

11

12

N O O O N Br O

O

C23H26BrIN2O5

C23H25BrN2O5

C22H25BrN2O5


IV · · . 7 9





13

14

15

C26H33BrN2O6

C24H30N2O4

C22H 25N3O3

16

17

TS

C22H24N2O4

C20H20N2O3

C20H22N2O

2


IV · · . 8 9





1

2

3

C15H24O

5

C15H22N2O

5

C15H22O5

4

5
O O O H N

6

O HO O I

C11H14O

6

C19H18INO

6

C17H12INO

4

7

8

9

C17H12INO4

C17H13NO

4

C25H27NO6

10

11
H

O O O O O O O N N O

12

C26H32N2O

6

C31H38N2O

8

C29H35N3O8


IV · · . 9 9





13

14

15

C26H30ClN3O

7

C26H31N3O8

C21H22N2O

5

16

17

18

C22H24N2O4

C22H24N2O

4

C20H20N2O3

TS

C20H22N2O

2