Concepedia

A Traceless Staudinger Reagent To Deliver Diazirines

Ali M. Ahad, Stephanie M. Jensen, John C. Jewett

Organic Letters · 2013 · 22 citations · 20 references

DOI

Concepts

Abstract

A triarylphosphine reagent that reacts with organic azides to install amide-linked diazirines is reported. This traceless Staudinger reagent reacts with complex organic azides to yield amide-linked diazirines, thus expanding the scope of the utility of both azide and diazirine chemistry.

References

20

Cell Surface Engineering by a Modified Staudinger Reaction

Eliana Saxon, Carolyn R. Bertozzi · Science · 2000 · 2.4K citations

, , +17

From Mechanism to Mouse: A Tale of Two Bioorthogonal Reactions

Ellen M. Sletten, Carolyn R. Bertozzi · Accounts of Chemical Research · 2011 · 1.1K citations · Full text

, , +14

A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds

Eliana Saxon, Joshua I. Armstrong, Carolyn R. Bertozzi · Organic Letters · 2000 · 658 citations

, , +10

Sixty years of staudinger reaction

YU. G. GOLOLOBOV, I. N. Zhmurova, L. F. Kasukhin · Tetrahedron · 1981 · 631 citations

, , +1

Staudinger Ligation:  A Peptide from a Thioester and Azide

Bradley L. Nilsson, Laura L. Kiessling, Ronald T. Raines · Organic Letters · 2000 · 515 citations

, , +8