Crucial role of the ligand of silyl Lewis acid in the Mukaiyama aldol reaction.
The Me3SiX-induced Mukaiyama aldol reaction proceeds through each catalytic cycle under the influence of X-: the silyl group of Me3SiNTf2 does not release from -NTf2 and that of silyl enol ether intermolecularly transfers to the product, while the silyl group of Me3SiOTf remains in the product and that of the silyl enol ether becomes the catalyst for the next catalytic cycle.
Ishihara
Kazuaki
K
Graduate School of Engineering, Nagoya University, SORST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603, Japan.
Hiraiwa
Yukihiro
Y
Yamamoto
Hisashi
H