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 / G. Bartoli; M. Bosco; A. Carlone; M. Locatelli; M. Massaccesi; P. Melchiorre; L. Sambri. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 6:(2004), pp. 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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
