The first asymmetric aminolysis of trans-aromatic epoxides with anilines is described. The process affords enantioenriched anti-â-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-â-amino alcohols.
Titolo: | Asymmetric Aminolysis of Aromatic Epoxides: A Facile Catalytic Enantioselective Synthesis of anti-b-Amino Alcohols |
Autore/i: | BARTOLI, GIUSEPPE; BOSCO, MARCELLA; CARLONE, ARMANDO; LOCATELLI, MANUELA; MASSACCESI, MASSIMO; MELCHIORRE, PAOLO; SAMBRI, LETIZIA |
Autore/i Unibo: | |
Anno: | 2004 |
Rivista: | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1021/ol049372t |
Abstract: | The first asymmetric aminolysis of trans-aromatic epoxides with anilines is described. The process affords enantioenriched anti-â-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-â-amino alcohols. |
Data prodotto definitivo in UGOV: | 2005-10-07 17:34:50 |
Appare nelle tipologie: | 1.01 Articolo in rivista |
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