Chiral amino alcohol-mediated asymmetric conjugate addition of arylalkynes to nitroolefins.
[reaction: see text] The asymmetric reaction of nitroolefins with arylalkynes was mediated by dimethylzinc (or diethylzinc) and (1R,2R)-2-(dimethylamino)-1,2-diphenylethanol in toluene to provide the corresponding conjugate alkynylation products with high enantiomeric excess of up to 99% in good yields. The presence of 0.03 equiv of galvinoxyl improved the reaction yield.
Yamashita
Mitsuaki
M
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Yamada
Ken-ichi
K
Tomioka
Kiyoshi
K