Claisen rearrangements of equilibrating allylic azides

2011 ◽  
Vol 9 (20) ◽  
pp. 7057 ◽  
Author(s):  
Donald Craig ◽  
John W. Harvey ◽  
Alexander G. O'Brien ◽  
Andrew J. P. White
Keyword(s):  
Claisen Rearrangements ◽  
Allylic Azides

Claisen rearrangements-XII

Tetrahedron ◽  
1984 ◽  
Vol 40 (16) ◽  
pp. 3129-3132 ◽  
Author(s):  
R.D.H. Murray ◽  
Z.D. Jorge
Keyword(s):  
Claisen Rearrangements

Peptide Modifications: Versatile Tools in Peptide and Natural Product Syntheses

Synlett ◽  
2019 ◽  
Vol 30 (11) ◽  
pp. 1289-1302 ◽  
Author(s):  
Phil Servatius ◽  
Lukas Junk ◽  
Uli Kazmaier
Keyword(s):  
Amino Acids ◽  
Natural Product ◽  
Bond Activation ◽  
Bond Formation ◽  
Side Chain ◽  
Peptide Backbone ◽  
Claisen Rearrangements ◽  
The Past ◽  
Allylic Alkylations ◽  
Peptide Modifications

Peptide modifications via C–C bond formation have emerged as valuable tools for the preparation and alteration of non-proteinogenic amino acids and the corresponding peptides. Modification of glycine subunits in peptides allows for the incorporation of unusual side chains, often in a highly stereoselective manner, orchestrated by the chiral peptide backbone. Moreover, modifications of peptides are not limited to the peptidic backbone. Many side-chain modifications, not only by variation of existing functional groups, but also by C–H functionalization, have been developed over the past decade. This account highlights the synthetic contributions made by our group and others to the field of peptide modifications and their application in natural product syntheses.1 Introduction2 Peptide Backbone Modifications via Peptide Enolates2.1 Chelate Enolate Claisen Rearrangements2.2 Allylic Alkylations2.3 Miscellaneous Modifications3 Side-Chain Modifications3.1 C–H Activation3.1.1 Functionalization via Csp3–H Bond Activation3.2.2 Functionalization via Csp2–H Bond Activation3.2 On Peptide Tryptophan Syntheses4 Conclusion

ChemInform Abstract: New Aspects of the Ireland and Related Claisen Rearrangements

ChemInform ◽  
2010 ◽  
Vol 33 (33) ◽  
pp. no-no
Author(s):  
Yonghai Chai ◽  
Sang-phyo Hong ◽  
Harriet A. Lindsay ◽  
Chris McFarland ◽  
Matthias C. McIntosh
Keyword(s):  
Claisen Rearrangements

Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland-Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude

2018 ◽  
Vol 25 (9) ◽  
pp. 2179-2183 ◽  
Author(s):  
Dániel Fegyverneki ◽  
Natália Kolozsvári ◽  
Dániel Molnár ◽  
Orsolya Egyed ◽  
Tamás Holczbauer ◽  
...  
Keyword(s):  
Structural Parameters ◽  
Size Exclusion ◽  
Claisen Rearrangements
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