710293-16-6Relevant academic research and scientific papers
Lithium amide assisted asymmetric Mannich-type reactions of menthyl acetate with PMP-aldimines
Hata, Seiji,Iguchi, Mayu,Iwasawa, Tetsuo,Yamada, Ken-Ichi,Tomioka, Kiyoshi
, p. 1721 - 1723 (2004)
Matrix presented. A lithium enolate of menthyl acetate added to PMP-imines, in the presence of an equimolar amount of lithium diisopropylamide, affords the Mannich-type addition products in high stereoselectivity.
Catalytic enhancement effect of a chiral ligand on the asymmetric mannich-type reactions of menthyl alkanoates with aldimines
Hata, Seiji,Iwasawa, Tetsuo,Iguchi, Mayu,Yamada, Ken-Ichi,Tomioka, Kiyoshi
, p. 1471 - 1475 (2007/10/03)
The lithium enolate of menthyl acetate underwent the Mannich-type reaction with benzaldehyde PMP-imine in toluene to give the corresponding adduct with 70:30 dr. The diastereoselectivity was dramatically improved to 97:3 dr by the addition of chiral 1,2-diphenyl-1,2-dimethoxyethane. The reaction of menthyl isobutyrate with imines was also influenced by a catalytic amount (5 mol%) of a chiral tridentate aminodiether ligand to give the corresponding β-lactams in high enantioselectivities. Matching and mismatching phenomena were observed by the reaction of L- and D-menthyl isobutyrates.
