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. [10.1016/0040-4020(96)00839-3]
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.
| File | Dimensione | Formato | |
|---|---|---|---|
|
1-s2.0-0040402096008393-main.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
511.69 kB
Formato
Adobe PDF
|
511.69 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
