287930-01-2Relevant academic research and scientific papers
Asymmetric Mannich-type reactions with a chiral acetate: Effect of Lewis acid on activation of aldimine
Saito, Susumu,Hatanaka, Keiko,Yamamoto, Hisashi
, p. 875 - 887 (2001)
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 ortho-alkoxy (or ortho-fluoro) aniline-derived aldimines which found to have a potential effect on the enolate addition. This scope was expanded to the asymmetric process using the chiral acetate, which has optically pure 2,6-bis(2-isopropylphenyl)-3,5-dimethylphenol as a chiral auxiliary with axial chirality. A Lewis acid additive is likely to have a complementary role in the pronounced activation of imine functionalities in the Mannich-type addition of the bulky chiral acetate.
Asymmetric Mannich-type reactions of aldimines with a chiral acetate
Saito, Susumu,Hatanaka, Keiko,Yamamoto, Hisashi
, p. 1891 - 1894 (2007/10/03)
(Formula presented) 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.
