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.
Asymmetric Aminolysis of Aromatic Epoxides: A Facile Catalytic Enantioselective Synthesis of anti-b-Amino Alcohols
BARTOLI, GIUSEPPE;BOSCO, MARCELLA;CARLONE, ARMANDO;LOCATELLI, MANUELA;MASSACCESI, MASSIMO;MELCHIORRE, PAOLO;SAMBRI, LETIZIA
2004
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.File in questo prodotto:
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