Asymmetric catalytic synthesis of enantiopure N-protected 1,2-amino alcohols.
[reaction: see text] The asymmetric aminolytic kinetic resolution (AKR) of racemic terminal epoxides using carbamates as the nucleophile catalyzed by (salen)Co(III) complex provides a practical and straightforward method for the synthesis of both aliphatic and aromatic N-Boc- or N-Cbz-protected 1,2-amino alcohols in almost enantiomerically pure form (ee >/= 99%). The AKR uses an easily accessible catalyst and inexpensive starting materials, and the reactions are conveniently carried out at room temperature under an air atmosphere.
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
Melchiorre
Paolo
P
Sambri
Letizia
L