The Synthesis of Chiral Hmpa Analogues

Wilson, Stephen R.; Price, Martyn F.

doi:10.1080/00397918208061899

Cited by 14 publications

(2 citation statements)

References 11 publications

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“…The three nitrogen subunits of a phosphoramide also provide the opportunity for a large number of structurally diverse analogues and hence a broad spectrum of properties and shapes can be customized . It is therefore surprising that general methods for the synthesis of phosphoramides have not been systematically developed. , …”

Section: Introductionmentioning

confidence: 99%

Synthesis of Phosphoramides for the Lewis Base-Catalyzed Allylation and Aldol Addition Reactions

et al. 1999

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Both chiral and achiral phosphoramides of diverse structure were prepared from diamines by the coupling to phosphorus(V) or phosphorus(III) reagents. Several enantiopure 1,2-diphenyl-1,2-ethanediamine analogues have been prepared by the reductive coupling of the corresponding N-silylimine with NbCl(4)(THF)(2) and subsequent resolution by the formation of diastereomeric menthyl carbamates. (S,S)-N,N'-Di-(1-naphthyl)-1,2-diphenyl-1,2-ethanediamine 15 was prepared by the arylation of (S,S)-1,2-diphenyl-1,2-ethanediamine with naphthyl iodide.

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Section: Introductionmentioning

confidence: 99%

Synthesis of Phosphoramides for the Lewis Base-Catalyzed Allylation and Aldol Addition Reactions

et al. 1999

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“…Within this realm, the formation of a C–N bond through N -formylation reaction is highly interesting because it creates versatile intermediates that can be used in cyclization reactions, and as precursors for isocyanates or enaminones, whereas the formyl group also has potential as a protecting group. 4 Considering this prospective, there has been significant interest in the development of suitable methodologies to prepare N -substituted formamides. 5 Most of the formyl group donors used in these reactions are derivatives of carbon dioxide ( i.e.…”

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confidence: 99%