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In-Depth Information
LiAlH
4
/BuOH, THF
O
Ph
O
Ph
+
O
O
O
O
O
O
OH
OH
(+)-inophyllum B (+)-inophyllum P
2, 91%
(
3
)
(
4
)
9%
Scheme 8-8
(Continued )
OH
O
O
2 steps
2 steps
75%
HO
OH
HO
O
O
O
O
O
O
39
40
O
O
(-)-quinine
MgI
2
+
O
O
O
O
O
O
PhCl
K
2
CO
3
, PhH
cis
-(+)-41
O
O
trans
-(-)-
41
cis
-(+)-
41
39% ee 98% ee
21% 67%
higher enantioselectivity lower enantioselectivity
OH
OH
+
O
O
O
O
O
O
O
O
cis
-
42
trans
-(
42
) major product
diastereomeric mixture
without separation
Scheme 8-9
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