A one-pot aza-Wittig based solution and polymer supported route to amines

K. Hemming, M. J. Bevan, C. Loukou, S. D. Patel, D. Renaudeau

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

This paper presents a high yielding one-pot solution phase and polymer supported synthesis of a range of primary and secondary amines starting from azides and aldehydes. The synthesis utilises a tandem process which begins with an aza-Wittig reaction between the aldehyde and an iminophosphorane, followed by reduction, or organometallic 1,2-addition reaction, of the resultant imine. The requisite iminophosphoranes were accessed using the highly efficient Staudinger reaction between the azide starting material and a phosphine. The process was applicable to the solid phase by the use of polymer supported iminophosphoranes and polymer supported cyanoborohydride.

LanguageEnglish
Pages1565-1568
Number of pages4
JournalSynlett
Issue number11
DOIs
Publication statusPublished - 4 Dec 2000
Externally publishedYes

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Amines
Polymers
phosphine
Azides
Aldehydes
Addition reactions
Imines
Organometallics

Cite this

Hemming, K., Bevan, M. J., Loukou, C., Patel, S. D., & Renaudeau, D. (2000). A one-pot aza-Wittig based solution and polymer supported route to amines. Synlett, (11), 1565-1568. https://doi.org/10.1055/s-2000-7928
Hemming, K. ; Bevan, M. J. ; Loukou, C. ; Patel, S. D. ; Renaudeau, D. / A one-pot aza-Wittig based solution and polymer supported route to amines. In: Synlett. 2000 ; No. 11. pp. 1565-1568.
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Hemming, K, Bevan, MJ, Loukou, C, Patel, SD & Renaudeau, D 2000, 'A one-pot aza-Wittig based solution and polymer supported route to amines', Synlett, no. 11, pp. 1565-1568. https://doi.org/10.1055/s-2000-7928

A one-pot aza-Wittig based solution and polymer supported route to amines. / Hemming, K.; Bevan, M. J.; Loukou, C.; Patel, S. D.; Renaudeau, D.

In: Synlett, No. 11, 04.12.2000, p. 1565-1568.

Research output: Contribution to journalArticle

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KW - Aza-Wittig reaction

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