Page 800 - Advanced Organic Chemistry Part B - Reactions & Synthesis

776 (a) O O

CHAPTER 8
and H C CHOCH 3
2
Reactions Involving
CCH 3
Transition Metals
O
(b) CH CH 2
C H CH O C H CH O O
6 5
2
6 5
2
CH CCH 3
2
O
(c) O
O
CH 2 CHCH 2
(d) O
3
2
CO 2 CH 3 CH O C
CO CH 3
2
CH CH 2
(e) OTBDMS OTBDMS CH
(CH ) CO CH 3 C
2
2 3
C
Br
THPO OPh THPO OPh
OTHP OTHP
(f) CH 2 NCO C(CH ) O SCF 3
2
3 3
3
CH 3
(g) O O
(CH ) CO CH 3
2
2 3
O O
CH 3 CH 3
) CH
(CH 2 4 3
CH 3 O CH 3 O
OTBDMS
(h) OSi(CH ) CH(CH )
3 2
3 2
OSi(CH ) CH(CH )
3 2
3 2
O CH
3
O CH 3
O O CH
3
O CH
NH 3
O
NHCO CH Ph
2
2
O
8.8. The conversions shown below can be carried out in multistep, but one-pot,
reactions in which none of the intermediates needs to be isolated. Show how you
would perform the transformations by suggesting a sequence of reagents and the
approximate reaction conditions.