High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates.
[reaction: see text] Rhodium-catalyzed asymmetric allylic alkylation of 1-substituted 2-propenyl acetates with dimethyl malonate proceeded with high enantioselectivity in the presence of cesium carbonate as a base and a rhodium catalyst generated from Rh(dpm)(C(2)H(4))(2) (dpm = dipivaloylmethanato) and a chiral phosphino-oxazoline whose basic skeleton is axially chiral binaphthyl to give branch alkylation products in greater than 90% ee.
Hayashi
Tamio
T
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. thayashi@kuchem.kyoto-u.ac.jp
Okada
Atsushi
A
Suzuka
Toshimasa
T
Kawatsura
Motoi
M