Wm. Dai et al., CHIRAL LIGANDS DERIVED FROM ABRINE .2. OXAZOLIDINES AS PROMOTERS FOR ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TOWARD AROMATIC-ALDEHYDES, Tetrahedron : asymmetry, 7(5), 1996, pp. 1245-1248
A number of indole-containing chiral oxazolidines 2a-i have been synth
esized from Abrine readily available from the seeds of Abrus precatori
us. Catalysis of these oxazolidines for the addition of diethylzinc to
ward benzaldehyde was examined. A significant role of the substituent(
s) in the catalyst on the degree of asymmetric induction was noted. Mo
derate enantioselectivity up to 59.8% was recorded. Copyright (C) 1996
Published by Elsevier Science Ltd