H

1
????? ??????
H

???? ??? ???? ?????? ?? ??? OH-??
???????-???????????, ???? ???? ????? ?? ?????
H2SO4

?-D-??????
XCH2OH
2
??????? ??? ????? ??? ????? ?????????, ??? ??
????? ????????? ??? ????? ?"? ??????.
H
XCH2OH
3
????? ??????? ????? ?? ???????????? ?? ??? ?????
?? ?????????? ?????
NaOH
aqueous HCl
Me2SO4
4
RuO4
LiAlH4
?-D-?????????
aqueous HCl
?-D-?????????
5
????? ?? ???????? ????? ???????? ?? ?? ??????
???

???? ?-0 ?????
???

6
H
K
K6.7
???? ??????
7
(No Transcript)
8
?????
???? ???? ?? ??????? ???????? ??????????? ?????
???? ????????? ?? ?????? ?????.
?? ????? ?????? ????
??????? ???? ??????
CHO
CH2OH
CH2OH
OH
H
OH
H
OH
H
H2/Ni
H2/Ni
H
HO
H
HO
H
HO
OH
H
OH
H
OH
H
OH
H
OH
H
OH
H
CH2OH
CH2OH
CHO
D-??????
L-??????
D-????????
9
CH2OH
CH2OH
CHO
O
H
H
HO
HO
NaBH4
NaBH4
H
HO
H
HO
H
HO
OH
H
OH
H
OH
H
OH
H
OH
OH
H
H
CH2OH
CH2OH
CH2OH
D-????
D-???????
D-??????