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In-Depth Information
R
2
BPin
PhI
R
2
R
2
Ph
+
R
1
Ph
R
3
R
1
R
3
R
1
a
-product
Pd/PPh
3
/Ag
2
O
R
3
g
-product
g : a
b
E : Z
b
Yield (%)
c
Enantioenrichment (S.M.)
d
Enantiospecificity (%)
e
Entry
Compound
BPin
1
98 : 2
99 : 1
78
98 : 2
100
n
Pr
Ph
(
R
,
E
)-66
CH
3
BPin
75
f
2
83 : 17
94 : 6
98 : 2
96
Ph
(
R
,
Z
)-67
BPin
3
94 : 6
78 : 22
81
98 : 2
100
H
3
C
Ph
(
R
,
E
)-68
BPin
CH
3
77
f
4
90 : 10
99 : 1
96 : 4
96
(
R
,
Z
)-69
BPin
5
n
Pr
92 : 8
99 : 1
71
96 : 4
100
(
R
,
E
)-70
a
Conditions as in Table 11.1.
b
g : a ratio determined by
1
H NMR spectroscopy and E : Z selectivity is given for the major regioisomer.
c
Isolated yield of the major isomer unless stated otherwise.
d
Enantioenrichment of the starting material.
e
Enantiospecificity = ee product/ee starting material.
f
Isolated as mixtures of g and a products.
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