Theoretical studies to predict the diastereoselectivity of the electrophilic amination of chiral 1,3,2-oxazaphospholanes led to the design of (1R), (2S)-1,3-diphenyl-2- (N-isopropylamino)-1-propanol 7 as a powerful chiral auxiliary. The experimental results are in good agreement with the calculations. An efficient synthesis of enantiomerically pure 7 is also reported.

Design of β-amino alcohols as chiral auxiliaries in the electrophilic amination of 1,3,2-oxazaphospholanes / R. Pagliarin, G. Papeo, G. Sello, M. Sisti, L. Paleari. - In: TETRAHEDRON. - ISSN 0040-4020. - 52:43(1996), pp. 13783-13794.

Design of β-amino alcohols as chiral auxiliaries in the electrophilic amination of 1,3,2-oxazaphospholanes

R. Pagliarin
;
G. Sello;
1996

Abstract

Theoretical studies to predict the diastereoselectivity of the electrophilic amination of chiral 1,3,2-oxazaphospholanes led to the design of (1R), (2S)-1,3-diphenyl-2- (N-isopropylamino)-1-propanol 7 as a powerful chiral auxiliary. The experimental results are in good agreement with the calculations. An efficient synthesis of enantiomerically pure 7 is also reported.
ethanolamines
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/190169
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