Asymmetric Mannich-Type Reactions of Aldimines with a Chiral Acetate.
We introduce here a strategy that enables effective addition of lithium enolates of acetates to aldimines. The new method depends strongly on the use of o-alkoxy (or o-fluoro) aniline-derived aldimines which have been found to have a potential effect on the enolate addition. This scope was expanded to the asymmetric process using the chiral acetate. A Lewis acid additive has a complementary role in the pronounced activation of imine functionalities.
Saito
S
Graduate School of Engineering, Nagoya University, CREST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603, Japan.
Hatanaka
K
Yamamoto
H