Asymmetric aminolysis of aromatic epoxides: a facile catalytic enantioselective synthesis of anti-beta-amino alcohols.
[reaction: see text] The first asymmetric aminolysis of trans-aromatic epoxides with anilines is described. The process affords enantioenriched anti-beta-amino alcohols in up to 99% ee. The complete regio- and diastereoselectivity observed uses commercially available [Cr(Salen)Cl] as a Lewis acid catalyst and in combination with a very simple experimental procedure renders the present reaction a facile and practical tool for the synthesis of chiral nonracemic anti-beta-amino alcohols.
Bartoli
Giuseppe
G
Department of Organic Chemistry A. Mangini, University of Bologna, v.le Risorgimento 4, 40136 Bologna, Italy. giuseppe.bartoli@unibo.it
Bosco
Marcella
M
Carlone
Armando
A
Locatelli
Manuela
M
Massaccesi
Massimo
M
Melchiorre
Paolo
P
Sambri
Letizia
L