Yamaguchi Esterification

Schematic representation of the Yamaguchi Esterification.

Mechanism of the Yamaguchi Esterification

Mechanism of the Yamaguchi Esterification

Original publication	Bull. Chem. Soc. Jpn. 1979, 52, 1989. J. Chem. Res.. 1979, 52, 1989.
Review

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