B. Gotov et al., Novel chiral 1-(ferrocenylalkyl)-(S)-prolinols and their application in enantioselective synthesis, TETRAHEDRON, 56(4), 2000, pp. 671-675
Diastereomeric ferrocenylphosphine ligands, (-)-(S,R,pS)-BPPF-Pro (3a) and
(+)-(S,S,pR)-BPPF-Pro (3b), containing the (S)-prolinol moiety were prepare
d. A detailed structural elucidation of these ligands was carried out using
NMR. The Pd-complexes of these ligands were used for enantioselective cata
lysis of allylic substitution reactions of rac-(E)-1,3-diphenyl-3-acetoxypr
op-1-ene with C-nucleophiles generated from pentan-2,4-dione and dimethyl m
alonate. A series of chiral ferrocene aminoalcohols with (S)-prolinol moiet
y (4a-c) were also prepared. The role of the configuration of stereogenic c
enters for stereoselectivity in diethylzinc addition to benzaldehyde was st
udied. (C) 2000 Elsevier Science Ltd. All rights reserved.