Stereocontrol in asymmetric phospho-aldol catalysis. Chirality relaying in action

Tracy D Nixon, Scott J Dalgarno, Caroline V Ward, Mingliang Jiang, Malcolm A Halcrow, Colin A Kilner, Mark Thornton-Pett, Terence P Kee

Research output: Contribution to journalArticle

Abstract

The enantioselective addition of diorgano-H-phosphonates to aldehydes, the phospho-aldol reaction, is catalysed by both (R,R)-salcyen and (R,R)-salcyan complexes of aluminium at room temperature under aerobic conditions. However, whilst the former ligand system favours one absolute configuration of product alpha-hydroxyphosphonate ester, to the extent of
Original languageEnglish
Pages (from-to)809-821
Number of pages13
JournalComptes Rendus Chimie
Volume7
Issue number8-9
DOIs
Publication statusPublished - Aug 2004

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Organophosphonates
Chirality
Aluminum
Aldehydes
Catalysis
Esters
Ligands
Temperature
3-hydroxybutanal

Cite this

Nixon, T. D., Dalgarno, S. J., Ward, C. V., Jiang, M., Halcrow, M. A., Kilner, C. A., ... Kee, T. P. (2004). Stereocontrol in asymmetric phospho-aldol catalysis. Chirality relaying in action. Comptes Rendus Chimie, 7(8-9), 809-821. https://doi.org/10.1016/j.crci.2003.10.020
Nixon, Tracy D ; Dalgarno, Scott J ; Ward, Caroline V ; Jiang, Mingliang ; Halcrow, Malcolm A ; Kilner, Colin A ; Thornton-Pett, Mark ; Kee, Terence P. / Stereocontrol in asymmetric phospho-aldol catalysis. Chirality relaying in action. In: Comptes Rendus Chimie. 2004 ; Vol. 7, No. 8-9. pp. 809-821.
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Nixon, TD, Dalgarno, SJ, Ward, CV, Jiang, M, Halcrow, MA, Kilner, CA, Thornton-Pett, M & Kee, TP 2004, 'Stereocontrol in asymmetric phospho-aldol catalysis. Chirality relaying in action', Comptes Rendus Chimie, vol. 7, no. 8-9, pp. 809-821. https://doi.org/10.1016/j.crci.2003.10.020

Stereocontrol in asymmetric phospho-aldol catalysis. Chirality relaying in action. / Nixon, Tracy D; Dalgarno, Scott J; Ward, Caroline V; Jiang, Mingliang; Halcrow, Malcolm A; Kilner, Colin A; Thornton-Pett, Mark; Kee, Terence P.

In: Comptes Rendus Chimie, Vol. 7, No. 8-9, 08.2004, p. 809-821.

Research output: Contribution to journalArticle

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AU - Nixon, Tracy D

AU - Dalgarno, Scott J

AU - Ward, Caroline V

AU - Jiang, Mingliang

AU - Halcrow, Malcolm A

AU - Kilner, Colin A

AU - Thornton-Pett, Mark

AU - Kee, Terence P

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AB - The enantioselective addition of diorgano-H-phosphonates to aldehydes, the phospho-aldol reaction, is catalysed by both (R,R)-salcyen and (R,R)-salcyan complexes of aluminium at room temperature under aerobic conditions. However, whilst the former ligand system favours one absolute configuration of product alpha-hydroxyphosphonate ester, to the extent of

U2 - 10.1016/j.crci.2003.10.020

DO - 10.1016/j.crci.2003.10.020

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VL - 7

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EP - 821

JO - Comptes Rendus Chimie

JF - Comptes Rendus Chimie

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