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OMe
O
N 2 BF 4
OH
Jones reagent
HO
Pd (TFA) 2, L
Zn CO 3, Me OH, 60°C
+
O
O
R"
R"
R"
ee > 80%
O
O
5 2-85% (ee 95-97% )
N
N
L
Scheme 9.95 Acid-catalysed methanolysis of the primary product of base-free arylation.
Ar
ArN 2 BF 4
Pd(O Ac) 2 (5 mo l%)
MeOH, r.t-40°C, 3-24 h
HO
COOR
O
O
54-9 1%
Scheme 9.96 Acid-catalysed cyclization in the base-free arylation of 4-hydroxy-2-butenoates by arenediazonium salts.
R '
O
OH
N 2 BF 4
O
R
Pd 2 (dba) 3, L
DMF, r.t., 3-24 h
F 3 C
+
R'
R
N
N
R"
L
R"
5 2-85% (ee 95-97% )
Scheme 9.97 Highly enantioselective arylation of allylic alcohols under mild base-free conditions.
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