Metal-free reductive cleavage of N-O bonds in Weinreb amides by an organic neutral super-electron donor

S.P.Y. Cutulic; J.A. Murphy; H. Farwaha; S.Z. Zhou; E. Chrystal

doi:10.1055/s-2008-1078240

Metal-free reductive cleavage of N-O bonds in Weinreb amides by an organic neutral super-electron donor

S.P.Y. Cutulic, J.A. Murphy, H. Farwaha, S.Z. Zhou, E. Chrystal

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

48 Citations (Scopus)

Abstract

The scope of neutral organic super-electron donors as reducing agents has been extended to include the reductive cleavage of N-O bonds in Weinreb amides. This methodology proved to be applicable to a large array of substrates to afford their reduced counterparts in good to excellent yields. The variation in reactivity within the set of tested amides is rationalised.

Original language	English
Pages (from-to)	2132-2136
Number of pages	4
Journal	Synlett
Issue number	14
DOIs	https://doi.org/10.1055/s-2008-1078240
Publication status	Published - 22 Aug 2008

Keywords

electron transfer
Weinreb amide
reduction
pyridinylidene

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10.1055/s-2008-1078240

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abstract = "The scope of neutral organic super-electron donors as reducing agents has been extended to include the reductive cleavage of N-O bonds in Weinreb amides. This methodology proved to be applicable to a large array of substrates to afford their reduced counterparts in good to excellent yields. The variation in reactivity within the set of tested amides is rationalised.",

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AU - Murphy, J.A.

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AU - Zhou, S.Z.

AU - Chrystal, E.

PY - 2008/8/22

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AB - The scope of neutral organic super-electron donors as reducing agents has been extended to include the reductive cleavage of N-O bonds in Weinreb amides. This methodology proved to be applicable to a large array of substrates to afford their reduced counterparts in good to excellent yields. The variation in reactivity within the set of tested amides is rationalised.

KW - electron transfer

KW - Weinreb amide

KW - reduction

KW - pyridinylidene

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DO - 10.1055/s-2008-1078240

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JO - Synlett

JF - Synlett

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Metal-free reductive cleavage of N-O bonds in Weinreb amides by an organic neutral super-electron donor

Abstract

Keywords

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Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

New horizons in organic electron transfer

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Metal-free reductive cleavage of N-O bonds in Weinreb amides by an organic neutral super-electron donor

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Projects

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

New horizons in organic electron transfer

Cite this