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.

G. Bartoli, M. Bosco, A. Carlone, M. Locatelli, M. Massaccesi, P. Melchiorre, et al. (2004). Asymmetric Aminolysis of Aromatic Epoxides: A Facile Catalytic Enantioselective Synthesis of anti-b-Amino Alcohols. ORGANIC LETTERS, 6, 2173-2176 [10.1021/ol049372t].

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.
2004
G. Bartoli, M. Bosco, A. Carlone, M. Locatelli, M. Massaccesi, P. Melchiorre, et al. (2004). Asymmetric Aminolysis of Aromatic Epoxides: A Facile Catalytic Enantioselective Synthesis of anti-b-Amino Alcohols. ORGANIC LETTERS, 6, 2173-2176 [10.1021/ol049372t].
G. Bartoli; M. Bosco; A. Carlone; M. Locatelli; M. Massaccesi; P. Melchiorre; L. Sambri
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/8419
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