Yamaguchi Esterification

Schematic representation of the Yamaguchi Esterification.
Mechanism of the Yamaguchi Esterification
Mechanism of the Yamaguchi Esterification
Sample reactions
intermediate structure
DMAP, Et3N
PhMe
RT, 105 min, 62%
intermediate structure
intermediate structure
DMAP
PhMe
60 to 90 °C, 34 h, 79% (2 steps)
"Ar = 2,4,6-trichlorophenyl"
intermediate structure
intermediate structure intermediate structure
Cs2CO3
PhMe
6 d, 50%
""Heated in a sealed tube"."
intermediate structure
intermediate structure intermediate structure
DMAP, Et3N
PhH, THF
83%
intermediate structure
intermediate structure intermediate structure
DMAP, Et3N, 2,4,6-Trichlorobenzoyl chloride
PhMe
-78 to 0 °C, 10 min, 73%
"selectivity 91:09"
intermediate structure
intermediate structure intermediate structure
DMAP, Et3N
PhMe
RT, 2 d, 86%
intermediate structure