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.
Titolo: | Asymmetric Catalytic Synthesis of Enantiopure N-Protected 1,2-Amino Alcohols |
Autore/i: | BARTOLI, GIUSEPPE; BOSCO, MARCELLA; CARLONE, ARMANDO; LOCATELLI, MANUELA; MELCHIORRE, PAOLO; SAMBRI, LETIZIA |
Autore/i Unibo: | |
Anno: | 2004 |
Rivista: | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1021/ol048322l |
Abstract: | 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. |
Data prodotto definitivo in UGOV: | 2005-10-07 17:34:59 |
Appare nelle tipologie: | 1.01 Articolo in rivista |
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